4-Cyanophenol → 4-(4-Acetyl-3-hydroxy-2-propylbenzyloxy)benzonitrile

HRID 275376Notes

Reaction equation

HRID 275376 reaction equation
[C:1]([C:4]1[CH:11]=[CH:10][C:7]([CH2:8]Cl)=[C:6]([CH2:12][CH2:13][CH3:14])[C:5]=1[OH:15])(=[O:3])[CH3:2].[C:16]([C:18]1[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=1)#[N:17]>>[C:1]([C:4]1[CH:11]=[CH:10][C:7]([CH2:8][O:24][C:21]2[CH:22]=[CH:23][C:18]([C:16]#[N:17])=[CH:19][CH:20]=2)=[C:6]([CH2:12][CH2:13][CH3:14])[C:5]=1[OH:15])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 130194-CyanophenolHCID 137810224-Acetyl-3-hydroxy-2-propylbenzyl chloride

Product 1

HCID 137810304-(4-Acetyl-3-hydroxy-2-propylbenzyloxy)benzonitrile

Procedure

The title nitrile intermediate was prepared from 18.12 g. of 4-acetyl-3-hydroxy-2-propylbenzyl chloride and 35.7 g. of 4-cyanophenol following the general procedure of Example 1. Crystallization from ethanol/water provided 19.0 g. of the desired intermediate, m.p. 102°-103° C.

Workup

  1. customCrystallization from ethanol/water
  2. customprovided 19.0 g

Sources & evidence

ORD record
ord-558d3a0e576f48e9963ab33921adee95
Source dataset
uspto-grants-1995_02
Patent number
US05393768

Reaction notes

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