Methanol → Methyl 4-bromo-alpha-hydroxybenzeneacetate

HRID 547092

反応式

HRID 547092 の反応式
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]

参加物

6

反応物 4

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

生成物 1

HCID 14571696Methyl 4-bromo-alpha-hydroxybenzeneacetate収率 93.2%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-b20975e893d9451080f5f154d764a445
出典データセット
uspto-grants-2011_05
特許番号
US07935688B2

関連ノート

読み込み中…