Vitamin A Intermediate Synthesis via Sulfur Dioxide Reaction

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current synthesis processes for vitamin A and its derivatives are complex and require improved methods for production, particularly in accessing easily accessible intermediates for efficient conversion.

Innovation Solution

A process involving the reaction of compounds of formula (II) with SO2 in an alcohol solvent, without aromatic or chlorinated solvents, to produce intermediates of formula (I), which are used to synthesize vitamin A or β-carotene derivatives, utilizing an excess of SO2 and stabilizers like butylated hydroxytoluene, at elevated temperatures and pressures.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If aromatic or chlorinated solvents are used in the reaction, then the reaction efficiency and intermediate accessibility are improved, but the environmental harm and ecological impact worsen

Engineering Contradiction:
Improvereaction efficiencyVSAvoidenvironmental harm
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The patent replaces harmful aromatic and chlorinated solvents with aliphatic solvents (such as hexane, heptane, or their mixtures), which have favorable environmental properties. This substitution maintains reaction efficiency while eliminating the ecological downsides of traditional solvents, effectively converting a harmful process into a beneficial one by choosing greener alternative solvents that achieve the same technical results without environmental damage.

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

2Manufacturing precision

If complex synthesis processes are used for vitamin A production, then the product quality and purity are improved, but the process complexity and manufacturing difficulty worsen

Engineering Contradiction:
Improveproduct purityVSAvoidprocess complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent extracts and isolates the key intermediate compounds (formulas I and II) through a simplified reaction pathway using aliphatic solvents. By focusing on obtaining these specific intermediates through a streamlined process rather than pursuing complete vitamin A synthesis, the method reduces overall process complexity while maintaining the ability to produce high-purity final products through subsequent standardization steps.

Inventive Principle:
Principle #2Taking out (Extraction)

3Productivity

If elevated temperatures and pressures are applied, then the reaction speed and intermediate yield are improved, but the energy consumption increases

Engineering Contradiction:
Improveintermediate yieldVSAvoidenergy consumption
Core Design Contradiction:
ProductivityVSUse of energy by moving object

Solution Approach 1:

The patent utilizes aliphatic solvents with favorable boiling points and physical properties that allow the reaction to proceed efficiently at moderate temperatures and pressures. The specific choice of aliphatic solvent parameters (boiling point, viscosity, stability) enables optimization of the energy-input versus yield-output relationship, achieving high intermediate yields without excessive energy consumption by carefully selecting solvent parameters that match the reaction requirements.

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

This process provides improved accessibility and efficiency in producing vitamin A and its derivatives, reducing environmental impact by avoiding harmful solvents and achieving high yields of suitable intermediates for further synthesis.

Implementation Method 1

a compound of formula (II) is reacted with SO2 in at least one alcohol as solvent

Methodology Applied
Scientific EffectChemical reaction: Chemical Bonding

Implementation Method 2

The reaction mixture was heated at 70° C. for 14 hours

Methodology Applied
Scientific EffectHeating: Heating

Implementation Method 3

The pressure was released, the reactor was purged with nitrogen and all volatile material was evaporated under reduced pressure

Methodology Applied
Scientific EffectPressurisation: Pressurisation

Data Source

PatentUS20240092753A1Process for production of intermediates
Publication Date: 2024.03.21 DSM IP ASSETS BV
  • US20240092753A1 patent drawing
  • US20240092753A1 patent drawing
  • US20240092753A1 patent drawing

AI summary

The present invention relates to a new process for the production of specific intermediates, which are preferably used in the production of vitamin A, vitamin A acetate, or β-carotene and derivatives thereof, e.g. canthaxanthin, astaxanthin or zeaxanthin.