Methanol → Methyl 1-methyl-4,5-dihydro-1H-imidazole-4-carboxylate
Reaction equation
Cl.[CH3:2][N:3]1[CH2:7][CH:6]([C:8]([OH:10])=[O:9])[N:5]=[CH:4]1.[CH3:11]O>>[CH3:2][N:3]1[CH2:7][CH:6]([C:8]([O:10][CH3:11])=[O:9])[N:5]=[CH:4]1Participants
3
Procedure
17.0 g of 38C was dissolved in 203 ml of anhydrous methanol and dry hydrogen chloride was bubbled rapidly into the mixture while it was heated to and at reflux for 2 hours. the mixture was cooled, stripped of volatiles, mixed with 300 ml of water, neutralized with solid sodium bicarbonate, made basic to pH=9 with 3N aqueous sodium carbonate solution. The aqueous phase was extracted with methylene chloride, the extract was dried (MgSO4), filtered and stripped of solvent, to give methyl 1-methylimidazoline-4-carboxylate (38D), as a brown oil.
Workup
- customdry hydrogen chloride was bubbled rapidly into the mixture while it
- temperaturewas heated to and
- temperatureat reflux for 2 hours
- temperaturethe mixture was cooled
- additionmixed with 300 ml of water
- extractionThe aqueous phase was extracted with methylene chloride
- dry with materialthe extract was dried (MgSO4)
- filtrationfiltered
Sources & evidence
- ORD record
- ord-c4ee0e43f02a490fb709b474d23e6804
- Source dataset
- uspto-grants-1989_08
- Patent number
- US04853027
Reaction notes
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