Methanol → Methyl 4-bromo-alpha-hydroxybenzeneacetate

HRID 547092

반응식

HRID 547092 반응식
C[Si](C=[N+]=[N-])(C)C.[CH3:8]CCCCC.[Br:14][C:15]1[CH:20]=[CH:19][C:18]([CH:21]([OH:25])[C:22]([OH:24])=[O:23])=[CH:17][CH:16]=1.CO>C1C=CC=CC=1>[CH3:8][O:23][C:22](=[O:24])[CH:21]([C:18]1[CH:17]=[CH:16][C:15]([Br:14])=[CH:20][CH:19]=1)[OH:25]

참가 물질

6

반응물 4

HCID 887MethanolHCID 8058HexaneHCID 97930p-Bromomandelic acidHCID 167693Trimethylsilyldiazomethane

생성물 1

HCID 14571696Methyl 4-bromo-alpha-hydroxybenzeneacetate수율 93.2%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

A solution of trimethylsilyldiazomethane in hexane (2 M, 1.4 mL, 2.8 mmol) was added to a solution of 4-bromo-phenyl-hydroxy-acetic acid (506 mg, 2.19 mmol) in benzene (2.1 mL)-methanol (1.0 mL) under cooling with ice, and the mixture was stirred at room temperature for five minutes. The reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate=3/1) to give the title compound (500 mg, 93%).

후처리

  1. temperatureunder cooling with ice
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customThe residue was purified by silica gel chromatography (hexane/ethyl acetate=3/1)

출처 및 근거

ORD 기록
ord-b20975e893d9451080f5f154d764a445
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07935688B2

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