Potassium Hydroxide → HCID 3041687, compound

HRID 1287955Notes

Reaction equation

HRID 1287955 reaction equation
[OH-].[K+].Cl[CH:4]([C:15]#[N:16])[CH2:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([OH:12])=[O:11])=[CH:8][CH:7]=1>CO>[C:15]([CH:4]=[CH:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([OH:12])=[O:11])=[CH:8][CH:7]=1)#[N:16]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 508886404-(2-Chloro-2-cyanoethyl)benzoic acid

Product 1

HCID 3041687HCID 3041687, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

120 parts of potassium hydroxide are dissolved in 240 parts of methanol and this solution is poured slowly into a mixture of 209.5 parts of 4-(2-chloro-2-cyanoethyl) benzoic acid and 400 parts of methanol. The dehydrohalogenation reaction is very exothermic. Reflux is maintained for 30 minutes. The potassium salt of 4-(2-cyanovinyl) benzoic acid precipitates. It is filtered when cold and taken up in an acid medium to obtain the free acid. Thus, 160 parts of crude 4-(2-cyanovinyl) benzoic acid are obtained which are purified by sublimation under reduced pressure at about 190°-200° C. They are also sublimed under normal pressure at about 270° C.

Workup

  1. customThe dehydrohalogenation reaction
  2. temperatureReflux
  3. temperatureis maintained for 30 minutes
  4. customThe potassium salt of 4-(2-cyanovinyl) benzoic acid precipitates
  5. filtrationIt is filtered when cold
  6. customto obtain the free acid

Sources & evidence

ORD record
ord-721a8a69217746c6842b9327293f7404
Source dataset
uspto-grants-1976_10
Patent number
US03987027

Reaction notes

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