Substituted P-aminophenol Preparation Process

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Solution Overview

Problem

Current processes for preparing substituted p-aminophenol are not suitable for large-scale manufacture due to multiple synthetic steps, inefficient isolation and purification, high material consumption, long reaction times, safety concerns, and environmental contamination.

Innovation Solution

A process involving fewer synthetic steps, using commercially available starting materials, with improved scalability, safety, and efficient isolation and purification methods, including reactions with potassium trimethylsilanolate, oxalyl chloride, and hydrogenation, to produce substituted p-aminophenol or its salt.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional processes are used for preparation of substituted p-aminophenol, then the process can be performed with existing methods, but the process requires multiple synthetic steps and is not suitable for large-scale manufacture

Engineering Contradiction:
Improvescalability for large-scale manufactureVSAvoidnumber of synthetic steps
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent combines multiple synthetic steps into a streamlined process. The conventional multi-step synthesis is merged into a more integrated sequence that reduces the number of discrete operations required, making the process suitable for large-scale manufacture while maintaining product quality

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The synthetic process is segmented into distinct modular stages that can be independently optimized and scaled. This segmentation allows each step to be carefully controlled and optimized for large-scale production, improving overall productivity while managing complexity

Inventive Principle:
Principle #1Segmentation

2Productivity

If conventional isolation and purification methods are used, then the product can be obtained, but the isolation and purification processes are inefficient

Engineering Contradiction:
Improveefficiency of isolation and purificationVSAvoidtime required for isolation and purification
Core Design Contradiction:
ProductivityVSLoss of time

Solution Approach 1:

The patent employs parameter changes in the isolation and purification process, such as adjusting temperature, pH, or solvent conditions, to optimize the efficiency of product separation and purification. These parameter optimizations reduce the time required while improving the efficiency of the processes

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses efficient purification methods that may involve selective crystallization or extraction techniques, creating a streamlined purification pathway that reduces time loss while maintaining high product recovery rates

Inventive Principle:
Principle #26Copying

3Productivity

If conventional processes are used, then the synthesis can proceed, but there is high consumption of starting materials

Engineering Contradiction:
Improveyield of productVSAvoidconsumption of starting materials
Core Design Contradiction:
ProductivityVSLoss of substance

Solution Approach 1:

The patent optimizes reaction parameters such as stoichiometry, temperature, and catalyst selection to improve reaction efficiency and minimize the consumption of starting materials. These parameter optimizations lead to better yields and reduced material waste

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent may employ catalytic methods or alternative reaction mechanisms that reduce material consumption compared to conventional stoichiometric reactions, improving atomic economy and reducing loss of starting materials

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

4Productivity

If conventional processes are used, then the synthesis can be performed, but the reaction time is long

Engineering Contradiction:
Improvereaction timeVSAvoidtotal synthesis time
Core Design Contradiction:
ProductivityVSLoss of time

Solution Approach 1:

The patent optimizes reaction conditions including temperature, pressure, and catalyst selection to reduce reaction times. These parameter changes accelerate the synthesis process while maintaining product quality and yield

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs continuous processing methods or optimized batch procedures that minimize idle time and maintain continuous productive action throughout the synthesis, reducing total reaction time and improving overall productivity

Inventive Principle:
Principle #20Continuity of useful action

5Productivity

If conventional processes are used, then the synthesis can proceed, but there are safety concerns

Engineering Contradiction:
Improvesafety of processVSAvoidsafety hazards
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The patent employs inert atmosphere techniques or controlled reaction environments to eliminate or reduce safety hazards such as flammability or reactivity issues, enhancing process safety while maintaining productivity

Inventive Principle:
Principle #39Inert atmosphere (Inert environment)

Solution Approach 2:

The patent converts potentially harmful reaction conditions or byproducts into beneficial outcomes through careful process design, such as using milder reagents or conditions that reduce safety risks while maintaining effective synthesis

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

6Productivity

If conventional processes are used, then the synthesis can be performed, but there is environmental contamination

Engineering Contradiction:
Improveenvironmental impactVSAvoidenvironmental contamination
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent converts potentially harmful processes into environmentally benign operations by selecting greener reagents, catalysts, and reaction conditions that reduce or eliminate environmental contamination while maintaining productive synthesis

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

Solution Approach 2:

The patent optimizes reaction parameters to minimize environmental impact, such as reducing waste generation, improving atom economy, and selecting conditions that reduce the need for harsh chemicals or extensive purification steps

Inventive Principle:
Principle #35Parameter changes

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

The process achieves high yields, reduced costs, enhanced safety, and minimized environmental impact, making it suitable for large-scale production while maintaining product quality.

Implementation Method 1

reactions with potassium trimethylsilanolate

Methodology Applied
Scientific EffectChemical reaction: Chemical Bonding

Implementation Method 2

reactions with oxalyl chloride

Methodology Applied
Scientific EffectChemical reaction: Chemical Bonding

Implementation Method 3

hydrogenation

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Data Source

PatentUS8519176B1Process for preparation of substituted P-aminophenol
Publication Date: 2013.08.27 BOEHRINGER INGELHEIM INT GMBH
  • US8519176B1 patent drawing
  • US8519176B1 patent drawing
  • US8519176B1 patent drawing

AI summary

The present invention is related to a process of preparing substituted p-aminophenol compound of formula (I) or a salt thereof,