Glyoxylic Acid → Trans 4-(2,5-dimethyl-3-furyl)-4-oxo-2-butenoic Acid

HRID 2309202

반응식

HRID 2309202 반응식
[C:1]([C:4]1[CH:8]=[C:7]([CH3:9])[O:6][C:5]=1[CH3:10])(=[O:3])[CH3:2].[C:11]([OH:15])(=[O:14])[CH:12]=O>O>[CH3:10][C:5]1[O:6][C:7]([CH3:9])=[CH:8][C:4]=1[C:1](=[O:3])/[CH:2]=[CH:12]/[C:11]([OH:15])=[O:14]

참가 물질

4

반응물 2

HCID 760Glyoxylic AcidHCID 615273-Acetyl-2,5-dimethylfuran

생성물 1

HCID 13565867Trans 4-(2,5-dimethyl-3-furyl)-4-oxo-2-butenoic Acid수율 14.2%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

As in Example 1, one starts out with 9 g of 3-acetyl 2.5-dimethylfuran (J. Am. Chem. Soc., 70 739 (1948)), 6 g glyoxylic acid and 6 cm3 water. Following chromatography on silica (eluent: petroleum ether-ethyl acetate (2-8), recrystallization in ethyl acetate, 1.8 g of the expected product is obtained. MP=144°-147° C.

후처리

  1. custompetroleum ether-ethyl acetate (2-8), recrystallization in ethyl acetate

출처 및 근거

ORD 기록
ord-7053e5b61ed6406cbd5d0791d2f73b7d
출처 데이터셋
uspto-grants-1987_09
특허 번호
US04694019

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