Hydrochloric Acid → 4'-Hydroxy-4-biphenylcarbonitrile

HRID 1275413Notes

Reaction equation

HRID 1275413 reaction equation
C([C:3]1([O:15]C)[CH:8]=[CH:7][C:6](C2C=CC=CC=2)=[CH:5][CH2:4]1)#N.[Cl-].[NH+:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.Cl.N1C=CC=[CH:27][CH:26]=1>>[C:23]([C:22]1[CH:27]=[CH:26][C:19]([C:6]2[CH:7]=[CH:8][C:3]([OH:15])=[CH:4][CH:5]=2)=[CH:20][CH:21]=1)#[N:18]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 69401Einecs 211-027-4HCID 70264097HCID 70264097, compound

Product 1

HCID 1406104'-Hydroxy-4-biphenylcarbonitrileYield 75%

Procedure

A mixture of 10 g of 4-cyano-4-methoxy biphenyl and 30 g of pyridinium chloride is taken to 200° C. for 2 hours. 50 ml of pyridine then 50 ml of 1N hydrochloric acid are added at 110° C. Extraction is carried out with chloroform (100 then 25 ml). The combined organic extracts are washed twice with 100 ml water, dried over magnesium sulphate, and the solvent is eliminated by distillation under reduced pressure. 7 g (75% yield) of 4-cyano-4'-hydroxy-biphenyl is obtained in the form of a beige powder.

Workup

  1. extractionExtraction
  2. washThe combined organic extracts are washed twice with 100 ml water
  3. dry with materialdried over magnesium sulphate
  4. distillationthe solvent is eliminated by distillation under reduced pressure

Sources & evidence

ORD record
ord-3b6f3d5a49d4490d9f53f2b81d24a6a6
Source dataset
uspto-grants-2000_12
Patent number
US06160157

Reaction notes

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