N-Methylbenzylamine → 4-(N-benzyl-N-methyl-amino)-dihydro-furan-2-one

HRID 431018

Reaction equation

HRID 431018 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]=1

Participants

4

Reactant 2

HCID 7669N-MethylbenzylamineHCID 103412(5H)-Furanone

Product 1

HCID 699551354-(N-benzyl-N-methyl-amino)-dihydro-furan-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

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

  1. concentrationis concentrated by evaporation
  2. 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

Linked notes

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