Potassium Hydroxide → Potassium 2-cyanonicotinate

HRID 232013Notes

Reaction equation

HRID 232013 reaction equation
[C:1]([C:3]1[N:13]=[CH:12][CH:11]=[CH:10][C:4]=1[C:5]([O:7]CC)=[O:6])#[N:2].[OH-].[K+:15]>O>[C:1]([C:3]1[N:13]=[CH:12][CH:11]=[CH:10][C:4]=1[C:5]([O-:7])=[O:6])#[N:2].[K+:15]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 12747366Ethyl 2-cyanopyridine-3-carboxylate2×

Product 1

HCID 23690323Potassium 2-cyanonicotinateYield 603.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethyl 2-cyanonicotinate (compound 2) (20 g; 0.113 mol) is added to a solution of potassium hydroxide (6 g; 0.017 mol) in distilled water (150 cc). The mixture is then allowed to stand for 10 hours at 25° C., and then washed with ether (2×50 cc). The aqueous solution is then evaporated to dryness to give compound 3 (19.1 g; m.p. 300° C.).

Workup

  1. washwashed with ether (2×50 cc)
  2. customThe aqueous solution is then evaporated to dryness

Sources & evidence

ORD record
ord-5267c27530ad4344822b689e0a1b31c2
Source dataset
uspto-grants-1989_07
Patent number
US04851396

Reaction notes

Loading…