1-Acetoxy-2-bromoethane → Diethyl alpha-phenyl-alpha-(2-acetoxyethyl)malonate

HRID 1780211Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1780211
CC(C)([O-])C.[K+].[C:7]1([CH:13]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[C:24]([O:27][CH2:28][CH2:29]Br)(=[O:26])[CH3:25]>CN(C=O)C.O>[C:7]1([C:13]([CH2:29][CH2:28][O:27][C:24](=[O:26])[CH3:25])([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Komponenten

6

Edukt 3

HCID 135641-Acetoxy-2-bromoethaneHCID 66514Diethyl phenylmalonateHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 19050130Diethyl alpha-phenyl-alpha-(2-acetoxyethyl)malonateAusbeute 100,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of potassium tert.butoxide (448 g, 4M) in DMF (2 l) under nitrogen at room temperature was treated dropwise with diethyl phenylmalonate (945 g, 4M). 1-Acetoxy-2-bromoethane (668 g, 4M) was added. The reaction was allowed to cool to room temperature after 45 mins and was diluted with water (5 l) then extracted with IPE (2 l, 500 ml). The extracts were washed, dried and evaporated to give the title compound (1300 g). Bp 130°/0.05 mm.

Aufarbeitung

  1. extractionthen extracted with IPE (2 l, 500 ml)
  2. washThe extracts were washed
  3. customdried
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-5b09261e40aa4a84aeb5d54b71602beb
Quelldatensatz
uspto-grants-1997_05
Patentnummer
US05629432

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