2-Cyano-3-(6-bromo-2,3-dimethoxyphenyl)-propionic acid → 3-(6-Bromo-2,3-dimethoxyphenyl)-propionitrile

HRID 2290919Notes

Reaction equation

HRID 2290919 reaction equation
[C:1]([CH:3]([CH2:7][C:8]1[C:13]([Br:14])=[CH:12][CH:11]=[C:10]([O:15][CH3:16])[C:9]=1[O:17][CH3:18])C(O)=O)#[N:2]>CN(C)C(=O)C>[Br:14][C:13]1[C:8]([CH2:7][CH2:3][C:1]#[N:2])=[C:9]([O:17][CH3:18])[C:10]([O:15][CH3:16])=[CH:11][CH:12]=1

Participants

3

Reactant 1

HCID 127893842-Cyano-3-(6-bromo-2,3-dimethoxyphenyl)-propionic acid

Product 1

HCID 127893853-(6-Bromo-2,3-dimethoxyphenyl)-propionitrileYield 97%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

A solution of 2-cyano-3-(6-bromo-2,3-dimethoxyphenyl)-propionic acid (39.25 g, 0.125 mole), and 80 mL N,N-dimethylacetamide was stirred at 160° for 1.25 hr. After cooling to room temperature, the solution was poured onto ice with stirring. The solid was filtered, washed with water, dried (in-vacuo) to yield 32.7 g white solid, (97%); M+ 269.

Workup

  1. additionthe solution was poured onto ice
  2. filtrationThe solid was filtered
  3. washwashed with water
  4. customdried (in-vacuo)

Sources & evidence

ORD record
ord-71547dffa01948e392a0cf573aa5bc0e
Source dataset
uspto-grants-1986_10
Patent number
US04618683

Reaction notes

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