Ethyl oxoacetate → 3-(4-Benzyloxy-phenyl)-2-hydroxy-4-oxo-heptanoic acid ethyl ester

HRID 1971893노트

반응식

HRID 1971893 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16](=[O:20])[CH2:17][CH2:18][CH3:19])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:21]([O:23][C:24](=[O:27])[CH:25]=[O:26])[CH3:22]>C1(C)C=CC=CC=1.C(N(CC)CC)C>[CH2:21]([O:23][C:24](=[O:27])[CH:25]([OH:26])[CH:15]([C:12]1[CH:11]=[CH:10][C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:14][CH:13]=1)[C:16](=[O:20])[CH2:17][CH2:18][CH3:19])[CH3:22]

참가 물질

5

반응물 2

HCID 70211Ethyl oxoacetateHCID 673733611-(4-Benzyloxy-phenyl)-pentan-2-one

생성물 1

HCID 673740033-(4-Benzyloxy-phenyl)-2-hydroxy-4-oxo-heptanoic acid ethyl ester

시약·촉매·용매 2

HCID 1140Toluene용매HCID 8471Triethylamine용매

실험 절차

A mixture of 1-(4-benzyloxy-phenyl)-pentan-2-one (2.98 mmol, 11.4 g), oxo-acetic acid ethyl ester solution in toluene (8 mL, 50% solution in toluene) and triethylamine (2 mL) was stirred at ambient temperature for 24 h. The volatiles were removed under reduced pressure, and the resultant residue was purified by flash silica gel chromatography using by eluting with 30% ethyl acetate in hexanes to provide 3-(4-benzyloxy-phenyl)-2-hydroxy-4-oxo-heptanoic acid ethyl ester.

후처리

  1. customThe volatiles were removed under reduced pressure
  2. customthe resultant residue was purified by flash silica gel chromatography
  3. washby eluting with 30% ethyl acetate in hexanes

출처 및 근거

ORD 기록
ord-758d03772f66445794f6a98888e30549
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08431575B2

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