Reaction equation
Cl[C:2]([O:4][CH2:5][CH2:6]Cl)=[O:3].[NH:8]1[CH:12]=[CH:11][N:10]=[CH:9]1.O.[Cl:14]CCl>>[Cl:14][CH:5]([O:4][C:2]([C:9]1[NH:8][CH:12]=[CH:11][N:10]=1)=[O:3])[CH3:6]Participants
5
Procedure
28.6 g (0.2 mole) of chloroethyl chloroformate are added dropwise to a solution of 27.2 g (0.4 mole) of imidazole in 200 ml of dichloromethane cooled in a water bath. The mixture is stirred at room temperature for 4 hours, and 50 ml of iced water are then added. The organic phase is washed with 2×50 ml of water and then dried over magnesium sulphate. After evaporation and distillation, 38.1 g (73%) of α-chloroethoxycarbonylimidazole [B.p. 80° C./66.6 Pa (0.5 mm Hg)] are obtained in the form of a colourless liquid which crystallises spontaneously at room temperature, m.p. 50° C. ##STR57##
Workup
- temperaturecooled in a water bath
- washThe organic phase is washed with 2×50 ml of water
- dry with materialdried over magnesium sulphate
- customAfter evaporation and distillation, 38.1 g (73%) of α-chloroethoxycarbonylimidazole [B.p. 80° C./66.6 Pa (0.5 mm Hg)]
- customare obtained in the form of a colourless liquid which
- customcrystallises spontaneously at room temperature
Sources & evidence
- ORD record
- ord-a75633828b0a48b69e9a6ab1c8a89eba
- Source dataset
- uspto-grants-1988_02
- Patent number
- US04725680
Linked notes
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