Hydrochloric Acid → (1S)-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanol

HRID 482043ノート

反応式

HRID 482043 の反応式
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@:9]1([C@@H:12]([O:14]C(=O)C2C=CC=CC=2)[CH3:13])[CH2:11][O:10]1.C[O-].[Na+].Cl>CO>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@:9]1([C@@H:12]([OH:14])[CH3:13])[CH2:11][O:10]1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 10709605[(1S)-1-[(2R)-2-(2,4-difluorophenyl)-2-oxiranyl]ethyl]benzoateHCID 10942334Sodium Methoxide

生成物 1

HCID 10631861(1S)-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanol収率 92.7%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

[(1S)-1-[(2R)-2-(2,4-Difluorophenyl)-2-oxiranyl]ethyl]benzoate (15.9 g) was dissolved in 800 ml of methanol, and 12.9 ml of 28% methanolic solution of sodium methylate was added thereto with ice cooling. The reaction solution was stirred for six hours at room temperature. To the reaction solution was added 63.2 ml of 1N hydrochloric acid and the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: hexane/ethyl acetate=6/1 to 2/1) to give 9.7 g of (1S)-1-[(2R)-2-(2,4-difluorophenyl)-2-oxiranyl]ethanol as a colorless oil.

後処理

  1. distillationthe solvent was distilled off under reduced pressure
  2. customThe residue was purified by silica gel chromatography (eluent: hexane/ethyl acetate=6/1 to 2/1)

出典と根拠

ORDレコード
ord-228545160b284bb2bd680b98b59f0dec
出典データセット
uspto-grants-1998_08
特許番号
US05792780

反応ノート

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