Dimethylformamide → 3,4,5-Trimethoxyphenylacetonitrile

HRID 327498

Reaction equation

HRID 327498 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:13][CH3:14])[C:10]=1[O:11][CH3:12])[CH2:6]Cl.[C-]#N.[Na+].[CH3:18][N:19](C)C=O>O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:6][C:18]#[N:19])[CH:8]=[C:9]([O:13][CH3:14])[C:10]=1[O:11][CH3:12]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 8929Sodium CyanideHCID 774485-(Chloromethyl)-1,2,3-trimethoxybenzene

Product 1

HCID 258873,4,5-Trimethoxyphenylacetonitrile

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

3,4,5-trimethoxy benzyl chloride 7.0 g and sodium cyanide 6.3 g were dissolved into 50 ml of N,N-dimethylformamide and they were then stirred at 80° C. for 45 minutes. The temperature of the reactive liquid was then lowered down to the room temperature, 200 ml of water was added thereto and then extraction was made thrice by means of 100 ml of ethyl acetate.

Workup

  1. additionwas added
  2. extractionextraction

Sources & evidence

ORD record
ord-952544069fad4375a8343463edfcc445
Source dataset
uspto-grants-1993_12
Patent number
US05273985

Linked notes

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