Dimethylamine → 2-Fluoro-N,N-dimethyl-3-oxobutanamide

HRID 1055198Notes

Reaction equation

HRID 1055198 reaction equation
[F:1][CH:2]([C:8]([CH3:10])=[O:9])[C:3](OCC)=[O:4].C(O)C.[CH3:14][NH:15][CH3:16]>>[F:1][CH:2]([C:8](=[O:9])[CH3:10])[C:3]([N:15]([CH3:16])[CH3:14])=[O:4]

Participants

4

Reactant 3

HCID 674DimethylamineHCID 702EthanolHCID 230078Ethyl 2-fluoroacetoacetate

Product 1

HCID 224657162-Fluoro-N,N-dimethyl-3-oxobutanamide

Procedure

0.2 mol (25 ml) of ethyl 2-fluoroacetoacetat and 107 ml 33% dimethylamine in ethanol (0.6 mol dimethylamine) were stirred for 3 h at 70° C. The reaction mixture was evaporated to dryness and 27 g of crude product chromatographed over 350 g silica gel with ethyl acetate/methanol 9/1. 13.4 g of the title compound were obtained.

Workup

  1. customThe reaction mixture was evaporated to dryness and 27 g of crude product
  2. customchromatographed over 350 g silica gel with ethyl acetate/methanol 9/1

Sources & evidence

ORD record
ord-20a4f984a02b4d50ab2c032f4aeb6861
Source dataset
uspto-grants-2016_07
Patent number
US09394324B2

Reaction notes

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