Isopentene acetate and preparation method thereof

A technology of isopentenyl acetate and isoprene, which is applied in the field of isopentenyl acetate and its preparation, and can solve problems such as the inability to predict the commercial scale of fragrance molecules

Inactive Publication Date: 2014-01-22
INTERNATIONAL FLAVORS & FRAGRANCES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It is sometimes impossible to predict whether the synthesis of a given fragrance molecule can be performed on a commercial scale

Method used

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  • Isopentene acetate and preparation method thereof
  • Isopentene acetate and preparation method thereof
  • Isopentene acetate and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment I

[0015]

[0016] Preparation of isopentenyl acetate: Into a three necked round bottom flask equipped with a stirrer and dropping funnel was added isoprene (2.54Kg). The temperature of the flask was cooled to 0 °C. Sodium chloride (NaCl) was divided into 8 equal portions (100 g each). A first portion of sodium chloride (100 g) was added to the flask, followed by concentrated HCl (1.1 Kg) over 0.5 hours. Additional portions of sodium chloride were then added approximately every 15 minutes along with conc. HCl. The total amount of concentrated HCl added was about 12 Kg. The reaction was aged for about 2 hours. The organic layer (1.96Kg) was transferred to a solution containing solid sodium carbonate (Na 2 CO 3 ) (150g) in a separatory funnel to obtain isopentyl chloride. In the presence of triethylamine (Et3N), chloroisoamylene is further reacted with sodium acetate (NaOAc) at 60 ° C to obtain the product prenyl acetate, which has a boiling point of 60 at a pressure of 10...

Embodiment II

[0019]

[0020] Preparation of isopentenyl acetate: Acetic anhydride ((CH 3 COO) 2 O, Ac 2 O) (516g) and anhydrous sodium acetate (CH 3 COONa) (5 g). The temperature of the flask was heated to 100°C. Prenol (408 g) was then added slowly over 2 hours while maintaining the temperature at 105-110°C. The reaction was aged for at least 1.5 hours to achieve maximum conversion. The reaction was cooled to 80 °C. Dispose of excess acetic anhydride with water. The organic layer was extracted and washed with aqueous sodium carbonate to give crude prenyl acetate (590 g). Further distillation gave the product isopentenyl acetate, which boiled at 60°C at a pressure of 10 mmHg.

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Abstract

The invention relates to isopentene acetate and a new preparation method thereof.

Description

technical field [0001] This invention relates to isopentenyl acetate and a new process for its preparation. Background of the invention [0002] There is a constant need in the fragrance industry for novel methods of preparing fragrance molecules. It is recognized in the art that practical considerations such as synthesis may hinder the use of fragrance molecules in commercial applications. Sometimes it is impossible to predict whether the synthesis of a given fragrance molecule can be performed on a commercial scale. Accordingly, the fragrance industry is working tirelessly to research and develop novel and economical methods of preparing fragrance molecules. Contents of the invention [0003] The present invention relates to isopentenyl acetate represented by the following formula: [0004] [0005] Formula I [0006] More specifically, the present invention relates to a novel process for the preparation of prenyl acetate. [0007] These and other embodiments of ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/145C07C67/11C07C67/08
CPCC07C67/11C07C67/08C07C69/145
Inventor A·P·S·纳鲁拉
Owner INTERNATIONAL FLAVORS & FRAGRANCES
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