Pyridine → HCID 22761737, compound

HRID 1703494Notes

Reaction equation

HRID 1703494 reaction equation
Cl[C:2]1[CH:16]=[CH:15][C:5]2[C:6]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)=[CH:7][O:8][C:4]=2[CH:3]=1.[N:17]1C=CC=C[CH:18]=1>Cl>[C:18]([C:2]1[CH:16]=[CH:15][C:5]2[C:6]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)=[CH:7][O:8][C:4]=2[CH:3]=1)#[N:17]

Participants

4

Reactant 2

HCID 1049PyridineHCID 615040HCID 615040, compound

Product 1

HCID 22761737HCID 22761737, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
200 °C

Procedure

A mixture of 76.2 g of 6-chloro-3-phenylbenzofuran, 34.1 g of cuprous cyanide and 28 ml of pyridine is heated for about 125 hours at a temperature of 200° C. The mixture is then poured into a solution of 100 g of ferric chloride in 60 ml of concentrated hydrochloric acid and 300 ml of ice water. The mixture is extracted twice with diethyl ether, the ether extracts are washed with saturated sodium chloride solution and dried. The solvent is evaporated to provide the desired product, 6-cyano-3-phenylbenzofuran.

Workup

  1. extractionThe mixture is extracted twice with diethyl ether
  2. washthe ether extracts are washed with saturated sodium chloride solution
  3. customdried
  4. customThe solvent is evaporated

Sources & evidence

ORD record
ord-feff464bd108406997644f634d60ce31
Source dataset
uspto-grants-1978_11
Patent number
US04124603

Reaction notes

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