Methanol → (R)-Methyl 2-(3-chlorophenyl)-2-hydroxyacetate

HRID 547099ノート

反応式

HRID 547099 の反応式
C[Si](C=[N+]=[N-])(C)C.[CH3:8]CCCCC.[Cl:14][C:15]1[CH:16]=[C:17]([C@@H:21]([OH:25])[C:22]([OH:24])=[O:23])[CH:18]=[CH:19][CH:20]=1.CO>C1C=CC=CC=1>[CH3:8][O:23][C:22](=[O:24])[C@@H:21]([C:17]1[CH:18]=[CH:19][CH:20]=[C:15]([Cl:14])[CH:16]=1)[OH:25]

参加物

6

反応物 4

HCID 887MethanolHCID 8058HexaneHCID 167693TrimethylsilyldiazomethaneHCID 2733127(R)-2-(3-Chlorophenyl)-2-hydroxyacetic acid

生成物 1

HCID 15606324(R)-Methyl 2-(3-chlorophenyl)-2-hydroxyacetate収率 100%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

A solution of trimethylsilyldiazomethane in hexane (2 M, 1.5 mL, 3.0 mmol) was added to a solution of (R)-(3-chloro-phenyl)hydroxy-acetic acid (497 mg, 2.66 mmol) in benzene (2.6 mL)-methanol (1.3 mL) under cooling with ice. Then, the ice bath was removed 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 (533 mg, 100%).

後処理

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

出典と根拠

ORDレコード
ord-acb4e590f4b54af78e766fdbdfa59cb8
出典データセット
uspto-grants-2011_05
特許番号
US07935688B2

反応ノート

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