Pyridine → HCID 20039456, compound

HRID 1762778Notes

Reaction equation

HRID 1762778 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18](Br)=[CH:17][CH:16]=2)=[O:12])=[CH:6][CH:5]=1)[CH3:2].[C:22](C#N)#[N:23].N1C=CC=CC=1.CN1CCCC1=O>Cl>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([C:22]#[N:23])=[CH:17][CH:16]=2)=[O:12])=[CH:6][CH:5]=1)[CH3:2]

Participants

6

Reactant 4

HCID 1049PyridineHCID 9999CyanogenHCID 13387N-methyl-2-pyrrolidoneHCID 20039463HCID 20039463, compound

Product 1

HCID 20039456HCID 20039456, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 34.9 g of p-bromobenzyl p-ethoxyphenylacetate (obtainable by esterification), 10 g of Cu2 (CN)2, 120 ml of pyridine and 60 ml of N-methylpyrrolidone is heated at 150° for 2 hours. The mixture is cooled; a solution of 120 g of FeCl3.6H2O in 600 ml of 20% hydrochloric acid is added; and the mixture is warmed at 70° for 1.5 hours while stirring and worked up in a customary manner to give p-cyanobenzyl p-ethoxyphenylacetate, m.p. 59°, c.p. -40°.

Workup

  1. temperatureis heated at 150° for 2 hours
  2. temperatureThe mixture is cooled
  3. temperatureand the mixture is warmed at 70° for 1.5 hours

Sources & evidence

ORD record
ord-5dc07d48b1974f9a9ce13d0e2605d3c4
Source dataset
uspto-grants-1989_05
Patent number
US04834905

Reaction notes

Loading…