4-(2-Chloro-2-cyanoethyl)benzoic acid → 55584-01-5

HRID 2419195Notes

Reaction equation

HRID 2419195 reaction equation
Cl[CH:2]([C:13]#[N:14])[CH2:3][C:4]1[CH:12]=[CH:11][C:7]([C:8]([OH:10])=[O:9])=[CH:6][CH:5]=1>[Zn].C(O)(=O)C>[C:13]([CH2:2][CH2:3][C:4]1[CH:12]=[CH:11][C:7]([C:8]([OH:10])=[O:9])=[CH:6][CH:5]=1)#[N:14]

Participants

4

Reactant 1

HCID 508886404-(2-Chloro-2-cyanoethyl)benzoic acid

Product 1

HCID 1987919655584-01-5

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

100 parts of zinc powder are gradually added to a solution of 209.5 parts of 4-(2-chloro-2-cyanoethyl) benzoic acid in 500 parts of glacial acetic acid. The temperature rises quickly up to reflux and is maintained for approximately one hour. The solution is filtered when hot so as to eliminate the insoluble matter, then the filtrate is diluted with 1,000 parts of water and the precipitate formed is isolated. Thus 122 parts of 4-(2-cyanoethyl) benzoic acid are obtained. M.P.: 182° C.

Workup

  1. temperatureto reflux
  2. temperatureis maintained for approximately one hour
  3. filtrationThe solution is filtered when hot so as
  4. additionthe filtrate is diluted with 1,000 parts of water
  5. customthe precipitate formed
  6. customis isolated

Sources & evidence

ORD record
ord-6831b6236dcd41e4aa97d6b34ca2c166
Source dataset
uspto-grants-1978_08
Patent number
US04105653

Reaction notes

Loading…