Dimethylformamide → HCID 20074063, compound

HRID 704372Notes

Reaction equation

HRID 704372 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[C:12](=[O:15])([O-])[O-].[K+].[K+].CN(C)[CH:20]=[O:21]>>[C:6]1([CH2:5][CH2:4][CH2:3][CH2:2][O:21][C:20]2[CH:2]=[C:3]([CH:4]=[CH:5][CH:6]=2)[CH:12]=[O:15])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 2596681-Bromo-4-phenylbutane

Product 1

HCID 20074063HCID 20074063, compound

Procedure

A solution of 380 mg of m-hydroxybenzaldehyde, 600 mg of 1-bromo-4-phenylbutane and 580 mg of potassium carbonate in 3 ml of N,N-dimethylformamide was stirred overnight at room temperature. After dilution with ethyl acetate, the reaction mixture was washed with water, 1N sodium hydroxide, water and saturated aqueous solution of sodium chloride, in that order, and then dried over anhydrous magnesium sulfate. The ethyl acetate layer was concentrated under reduced pressure to give 660 mg of m-(4-phenylbutoxy)benzaldehyde.

Workup

  1. washAfter dilution with ethyl acetate, the reaction mixture was washed with water, 1N sodium hydroxide, water and saturated aqueous solution of sodium chloride, in that order
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationThe ethyl acetate layer was concentrated under reduced pressure

Sources & evidence

ORD record
ord-2dac40d87f4b4befb03b37cf4eb51f32
Source dataset
uspto-grants-1991_01
Patent number
US04987132

Reaction notes

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