4-Cyanophenol → HCID 532712, compound

HRID 378637Notes

Reaction equation

HRID 378637 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[C:10](Cl)(=[O:15])[CH2:11][CH2:12][CH2:13][CH3:14]>C(N(CC)CC)C>[C:10]([O:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1)(=[O:15])[CH2:11][CH2:12][CH2:13][CH3:14]

Participants

4

Reactant 2

HCID 130194-CyanophenolHCID 61186Valeryl chloride

Product 1

HCID 532712HCID 532712, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

This compound was prepared by reacting 4-hydroxybenzonitrile with valeryl chloride in the presence of triethylamine to give 4-cyanophenyl valerate which was subjected to a Fries rearrangement with aluminium chloride to give 4-hydroxy-3-valerylbenzonitrile which was reduced with sodium borohydride to give the title compound.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-705ef378288544bb91d5ec67effa1004
Source dataset
uspto-grants-2000_02
Patent number
US06031109

Reaction notes

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