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

HRID 603913

反応式

HRID 603913 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 3283Diethyl Ether溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-00a960acb4124e9db5ade53abf3de7aa
出典データセット
uspto-grants-2011_03
特許番号
US07906502B2

関連ノート

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