Ethyl Acetate → 1-Phenylethanethiol

HRID 731502

反応式

HRID 731502 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]1([CH:13]([S:15]C(=O)C)[CH3:14])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(OCC)(=O)C.[OH-].[Na+]>CC(OC)(C)C>[SH:15][CH:13]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:14]

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 11126866S-(1-phenylethyl) ethanethioateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 1418501-Phenylethanethiol収率 99.3%

試薬・触媒・溶媒 1

HCID 15413tert-Butyl methyl ether溶媒2 回

実験手順

In a synthesis carried out according to Hoppe, et al., Angew. Chem. Int. Ed., 36(24), 2784 (1997), at room temperature, 2.1 g of lithium aluminum hydride and 100 mL of methyl tertiary butyl ether are added to a 250 mL round-bottom flask. To this suspension 18 g of thioacetic acid S-(1-phenyl-ethyl)ester in 50 mL MTBE is added. The mixture is stirred for 15 h at room temperature. 5 mL of ethyl acetate and 2.5 mL of sodium hydroxide (1 M in water) are added. The reaction mixture is filtered over a sodium sulphate plug. The filtrate is concentrated to give 13.7 g of a yellow liquid which is purified by distillation.

後処理

  1. filtrationThe reaction mixture is filtered over a sodium sulphate plug
  2. concentrationThe filtrate is concentrated

出典と根拠

ORDレコード
ord-3d4653a7fcd448f080fec43de29e6741
出典データセット
uspto-grants-2009_09
特許番号
US07585535B2

関連ノート

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