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

HRID 18807

반응식

HRID 18807 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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.)

출처 및 근거

ORD 기록
ord-97b8abf3cd92466dbc6e97fe3e267b20
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741493B2

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