N-Methylbenzylamine → 4-(N-benzyl-N-methyl-amino)-dihydro-furan-2-one
Reaction equation
[CH3:1][NH:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[O:10]1[CH2:14][CH:13]=[CH:12][C:11]1=[O:15]>C(Cl)Cl>[CH2:3]([N:2]([CH:13]1[CH2:14][O:10][C:11](=[O:15])[CH2:12]1)[CH3:1])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
23.20 ml of N-methylbenzylamine are added to 15.00 g of 5H-furan-2-one in 150 ml methylene chloride. The reaction mixture is stirred for about 48 hours at ambient temperature. For working up the reaction mixture is concentrated by evaporation and chromatographed in batches over a silica gel column with ethyl acetate/petroleum ether (3:1) as eluant. The desired product is obtained as a yellowish oil.
Workup
- concentrationis concentrated by evaporation
- customchromatographed in batches over a silica gel column with ethyl acetate/petroleum ether (3:1) as eluant
Sources & evidence
- ORD record
- ord-af25213858bc4f09848fe3319cfce942
- Source dataset
- uspto-grants-2003_12
- Patent number
- US06656946B2
Reaction notes
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