Diethyl Ether → Acetic acid, (phenylthio)-, ethyl ester

HRID 18807

反応式

HRID 18807 の反応式
[C:1]1([SH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17].CCOCC>CN(C=O)C>[CH2:19]([O:18][C:16](=[O:17])[CH2:15][S:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH3:20]

参加物

6

反応物 4

HCID 3283Diethyl EtherHCID 7748Ethyl bromoacetateHCID 7969ThiophenolHCID 11430Potassium Carbonate

生成物 1

HCID 97312Acetic acid, (phenylthio)-, ethyl ester収率 89.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of thiophenol (1 mL, 9.7 mmol) in DMF (20 mL) is added potassium carbonate (1.51 g, 10.9 mmol) and ethyl bromoacetate (1.17 mL, 10.6 mmol), and the mixture is stirred at RT for 25 min. Et2O is added, and the mixture is washed with water, brine, then dried (MgSO4), and filtered. The filtrate is evaporated, and the residue is vacuum distilled (130-140° C.) to give 1.71 g of the product 400. 1H NMR (CDCl3) δ 7.41 (d, 2H), 7.33-7.2 (m, 4H), 4.16 (q, 2H), 3.63 (s, 2H), 1.22 (t, 3H); MS: m/z 196 (M++1).

後処理

  1. washthe mixture is washed with water, brine
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. customThe filtrate is evaporated
  5. distillationdistilled (130-140° C.)

出典と根拠

ORDレコード
ord-97b8abf3cd92466dbc6e97fe3e267b20
出典データセット
uspto-grants-2010_06
特許番号
US07741493B2

関連ノート

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