Diethyl Ether → 1,1-Dimethylethyl 2-chloro-3-(4-chlorophenyl)-oxirane carboxylate

HRID 1376833

Reaktionsgleichung

Cl[CH:2]([Cl:10])[C:3]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4].[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=[O:17])=[CH:14][CH:13]=1.CCOCC.[Cl-].[Na+]>O1CCCC1.O>[Cl:10][C:2]1([C:3]([O:5][C:6]([CH3:7])([CH3:8])[CH3:9])=[O:4])[CH:16]([C:15]2[CH:18]=[CH:19][C:12]([Cl:11])=[CH:13][CH:14]=2)[O:17]1

Komponenten

Reaktionsbedingungen

Temperatur: -20 °C

Versuchsvorschrift

5.55 g of tert.-butyl dichloroacetate in 30 ml of tetrahydrofuran were stirred while 4.64 g of 4-chlorobenzaldehyde were added, and after cooling to -20° C., 30 ml of an N solution of potassium tert.-butylate in tetrahydrofuran were added. The temperature was allowed to rise to 20° C. and after 20 minutes, 50 ml of ether and 40 ml of water saturated with sodium chloride were added, with stirring for 5 minutes. The decanted organic phase was washed with water saturated with sodium chloride, then dried and concentrated to dryness under reduced pressure. The residue was chromatographed on silica and eluted with methylene chloride to obtain 1.90 g of 1,1-dimethylethyl 2-chloro-3-(4-chlorophenyl)-oxirane carboxylate.

Aufarbeitung

additionwere added
washThe decanted organic phase was washed with water saturated with sodium chloride
customdried
concentrationconcentrated to dryness under reduced pressure
customThe residue was chromatographed on silica
washeluted with methylene chloride

Quellen und Nachweise

ORD-Eintrag: ord-e732cd25f67246d498489bc149eae694
Quelldatensatz: uspto-grants-1997_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05663164

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