Dimethylformamide → 4-(3-Dimethylaminophenoxy)butyronitrile

HRID 35601

Reaction equation

HRID 35601 reaction equation
[CH3:1][N:2]([CH3:10])[C:3]1[CH:4]=[C:5]([OH:9])[CH:6]=[CH:7][CH:8]=1.C(=O)([O-])[O-].[K+].[K+].CN(C)C=O.Br[CH2:23][CH2:24][CH2:25][C:26]#[N:27]>O>[CH3:1][N:2]([CH3:10])[C:3]1[CH:4]=[C:5]([CH:6]=[CH:7][CH:8]=1)[O:9][CH2:23][CH2:24][CH2:25][C:26]#[N:27]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 74213-(Dimethylamino)phenolHCID 11430Potassium CarbonateHCID 214124-Bromobutyronitrile

Product 1

HCID 212945174-(3-Dimethylaminophenoxy)butyronitrile

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A suspension of 3-dimethylaminophenol (5 g), potassium carbonate (10.05 g) and dimethylformamide (85 ml) was stirred at room temperature for 5 hours. 4-Bromobutyronitrile (7.3 ml) was added and the suspension stirred for 17 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The extracts were washed with water, dried and the solvent removed to yield 4-(3-dimethylaminophenoxy)butyronitrile.

Workup

  1. stirringthe suspension stirred for 17 hours
  2. extractionextracted with ethyl acetate
  3. washThe extracts were washed with water
  4. customdried
  5. customthe solvent removed

Sources & evidence

ORD record
ord-7c7eb924af47428b8286be45c1256f2f
Source dataset
uspto-grants-1988_08
Patent number
US04767769

Linked notes

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