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Process for the preparation of gamma-butyrolactones

A kind of alkyl, selected technology, applied in the field of preparation of γ-butyrolactone, can solve problems such as long time

Inactive Publication Date: 2009-09-02
LONZA LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this operation takes a long time (more than 20 hours)

Method used

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  • Process for the preparation of gamma-butyrolactones
  • Process for the preparation of gamma-butyrolactones
  • Process for the preparation of gamma-butyrolactones

Examples

Experimental program
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Effect test

Embodiment 1

[0077] Methyl acetoacetate ( MAA, 46.7 g, 0.40 mol) in methanol (MeOH, 144.0 g). The reaction mixture was heated to 40° C. within 0.5 hours and maintained at this temperature for 4.5 hours. Quantitative GC analysis showed that 53.7% of MAA was converted to α-acetylbutyrolactone (ABL) with a selectivity of 75.2%.

Embodiment 2

[0079] A solution of MAA (46.9 g 0.40 mol) in MeOH (144.0 g) was treated sequentially with EO (25.0 g, 1.4 eq.) and triethylamine (TEA, 40.7 g, 1.0 eq.) at 5°C. The reaction mixture was heated to 60° C. within 0.5 hours and maintained at this temperature for 2.5 hours. Quantitative GC analysis showed that 50.8% of MAA was converted to ABL with 72.9% selectivity.

Embodiment 3

[0081] MAA was treated sequentially with EO (17.8 g, 1.0 eq.) and 1,8-diazabicyclo[5.4.0]-7-undecene (DBU) (62.5 g, 1.0 eq.) at 5 °C (46.9 g 0.40 mol) in MeOH (144.0 g). The reaction mixture was heated to 60° C. within 0.5 hours and maintained at this temperature for 2.5 hours. Quantitative GC analysis showed that 59.3% of MAA was converted to ABL with 82.2% selectivity.

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Abstract

The present invention relates to a process for the preparation of Gamma-butyrolactones.

Description

technical field [0001] The present invention relates to the preparation method of the gamma-butyrolactone of formula Ia, Ib and / or Ic [0002] [0003] where R 1 for hydrogen or C 1-10 Alkyl, while R 2 from C 1-19 Alkyl, aryl and aralkyl, [0004] [0005] where R 1 As defined above, [0006] and / or [0007] [0008] where R 1 and R 2 as defined above. Background technique [0009] 3-Acetyl-dihydro-2(3H)-furanone or α-acetylbutyrolactone (ABL) is in vitamin B1 (M.Eggersdorfe et al., Vitamins in Ullmann's Encyclopedia of Industrial Chemistry, Ed.M. Bohnet et al., Wiley, New York, 2005, 71), agrochemicals (WO-A-96 / 16048) and other fine chemicals such as cyclopropylamine (DE-A-3827846) are used as intermediates in the production of fine Chemicals. The total consumption of ABL in the world exceeds 10,000 tons. [0010] ABL can be prepared by acetylating γ-butyrolactone (dihydro-2(3H)-furanone, GBL) with reference to EP-A-792877, or by reacting alkyl ethyl...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/02
CPCC07D307/20
Inventor 彼得·卡普费雷尔诺贝特·克劳森
Owner LONZA LTD
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