Pyridine → N,1-Dimethoxy-N-methylcyclopropane-1-carboxamide
Reaction equation
[CH3:1][O:2][C:3]1([C:6](Cl)=[O:7])[CH2:5][CH2:4]1.Cl.[CH3:10][NH:11][O:12][CH3:13].N1C=CC=CC=1>ClCCl>[CH3:13][O:12][N:11]([CH3:10])[C:6]([C:3]1([O:2][CH3:1])[CH2:5][CH2:4]1)=[O:7]Participants
Conditions
- Temperature
- 20 °C
Procedure
10 g (74 mmol) of 1-methoxy-cyclopropane-carbonyl chloride are added at 20° C. with stirring to a mixture of 8 g (82 mmol) of N,O-dimethyl-hydroxylamine hydrochloride and 100 ml of absolute dichloromethane. 13 g (164 mmol) of absolute pyridine are then added dropwise at 0° C. The mixture is initially subsequently stirred at 20° C. for one hour and then at 40° C. for one hour, the precipitate is then filtered off and 100 ml of dichloromethane are added. The reaction mixture is washed with water, dried over sodium sulphate and concentrated by stripping off the solvent under reduced pressure. The remaining residue is subjected to a vacuum distillation. 10 g (85% of theory) of N-methoxy-N-methyl-1-methoxy-cyclopropanecarboxamide are obtained in this manner in the form of an oil having a boiling point of b.p.=125° C. at 20 mbar. ##STR35##
Workup
- waitat 40° C. for one hour
- filtrationthe precipitate is then filtered off
- addition100 ml of dichloromethane are added
- washThe reaction mixture is washed with water
- dry with materialdried over sodium sulphate
- concentrationconcentrated
- distillationThe remaining residue is subjected to a vacuum distillation
Sources & evidence
- ORD record
- ord-11a611742f544eeaa7e52bb448f7c4f9
- Source dataset
- uspto-grants-1992_08
- Patent number
- US05140035
Reaction notes
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