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

HRID 603913

Reaktionsgleichung

Reaktionsgleichung von HRID 603913
[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

Komponenten

7

Edukt 4

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

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-00a960acb4124e9db5ade53abf3de7aa
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07906502B2

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