Methanol → 5-(3,4-Dihydroxyphenyl)-5-oxo-pentanoic acid methyl ester

반응식

[OH:1][C:2]1[CH:3]=[C:4]([C:9](=[O:16])[CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14])[CH:5]=[CH:6][C:7]=1[OH:8].[CH3:17]O>>[CH3:17][O:14][C:13](=[O:15])[CH2:12][CH2:11][CH2:10][C:9]([C:4]1[CH:5]=[CH:6][C:7]([OH:8])=[C:2]([OH:1])[CH:3]=1)=[O:16]

참가 물질

반응물 2

HCID 887Methanol

HCID 189630805-(3,4-Dihydroxyphenyl)-5-oxopentanoic acid

생성물 1

HCID 231781405-(3,4-Dihydroxyphenyl)-5-oxo-pentanoic acid methyl ester

실험 절차

A solution of 5.6g of 5-(3,4-dihydroxyphenyl)-5-oxopentanoic acid in 300 ml of methanol is stirred together with 15g of Amberlyst 15 for 16 hours at room temperature. The reaction mixture is filtered on diatomaceous earth, concentrated by evaporation and the residue is chromatographed on silica gel with hexane/ethyl acetate (20-60%). 3.7 g of 5-(3,4-dihydroxyphenyl)-5-oxo-pentanoic acid methyl ester of melting point 104°-106° C. is obtained.

후처리

filtrationThe reaction mixture is filtered on diatomaceous earth
concentrationconcentrated by evaporation
customthe residue is chromatographed on silica gel with hexane/ethyl acetate (20-60%)

출처 및 근거

ORD 기록: ord-f08fef406bd947cbb6dd38c2b071d960
출처 데이터셋: uspto-grants-1994_10
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05352701

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