Dimethylformamide dimethyl acetal → HCID 3816442, compound

HRID 1075543Notes

Reaction equation

HRID 1075543 reaction equation
[F:1][C:2]1[CH:13]=[CH:12][C:5]([O:6][CH:7]([CH3:11])[C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1.CO[CH:16](OC)[N:17]([CH3:19])[CH3:18]>CO>[F:1][C:2]1[CH:13]=[CH:12][C:5]([O:6][CH:7]([CH3:11])[C:8](=[O:10])[CH:9]=[CH:16][N:17]([CH3:19])[CH3:18])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 36137643-(4-fluorophenoxy)-2-butanone

Product 1

HCID 3816442HCID 3816442, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 3-(4-fluorophenoxy)-2-butanone (18.72 g) and N,N-dimethylformamide dimethylacetal (12.5 g) was heated under argon in an oil bath at 120° C. for 14 hours. The methanol produced in the reaction was removed under reduced pressure and the residual oil was precipitated with cold hexane and kept at 4° C. overnight to give 4-(4-fluorophenoxy)-1-(dimethylamino)-1-penten-3-one as an orange solid. Yield 19.97 g.

Workup

  1. customwas removed under reduced pressure
  2. customthe residual oil was precipitated with cold hexane

Sources & evidence

ORD record
ord-1f56d661fed04e8fbfd5dba59f17b7d3
Source dataset
uspto-grants-1999_05
Patent number
US05905079

Reaction notes

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