Water → Ethyl {[2-(1,3-benzodioxol-5-yl)-2-oxoethyl]thio}acetate

HRID 603913노트

반응식

HRID 603913 반응식
[SH:1][CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].C([O-])([O-])=O.[K+].[K+].[O:14]1[C:18]2[CH:19]=[CH:20][C:21]([C:23](=[O:26])[CH2:24]Br)=[CH:22][C:17]=2[O:16][CH2:15]1.O>CC(C)=O.C(OCC)C>[O:14]1[C:18]2[CH:19]=[CH:20][C:21]([C:23](=[O:26])[CH2:24][S:1][CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4])=[CH:22][C:17]=2[O:16][CH2:15]1

참가 물질

7

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 12185Ethyl ThioglycolateHCID 2437771-(1,3-Dioxaindan-5-yl)-2-bromoethan-1-one

생성물 1

HCID 43218502Ethyl {[2-(1,3-benzodioxol-5-yl)-2-oxoethyl]thio}acetate

시약·촉매·용매 2

HCID 180Acetone용매HCID 3283Diethyl Ether용매

실험 절차

Ethyl 2-mercaptoacetate (9.68 mL, 88.3 mmol) was added dropwise to a suspension of K2CO3 (12.2 g, 88.3 mmol) and 1-(1,3-benzodioxol-5-yl)-2-bromoethanone (21.4 g, 88.3 mmol) in dry acetone (100 mL). The mixture was stirred at reflux for seven hours, cooled at an icebath and added 200 mL water. Diethyl ether (400 mL) was added and the phases were separated. The aqueous layer was extracted with diethyl ether (200 mL) and the combined organic layers were washed with brine (200 mL), dried (MgSO4) and concentrated. This afforded the title compound.

후처리

  1. temperatureat reflux for seven hours
  2. temperaturecooled at an icebath
  3. customthe phases were separated
  4. extractionThe aqueous layer was extracted with diethyl ether (200 mL)
  5. washthe combined organic layers were washed with brine (200 mL)
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-00a960acb4124e9db5ade53abf3de7aa
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07906502B2

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