Water → 2-Chloro-6-methyl-4-{[4-(propan-2-yl)phenyl]methyl}phenol

HRID 371519Notes

Reaction equation

HRID 371519 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[OH:9].[CH:10]([C:13]1[CH:20]=[CH:19][C:16]([CH2:17]Cl)=[CH:15][CH:14]=1)([CH3:12])[CH3:11].O>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:7]=[C:6]([CH2:17][C:16]2[CH:19]=[CH:20][C:13]([CH:10]([CH3:12])[CH3:11])=[CH:14][CH:15]=2)[CH:5]=[C:4]([CH3:8])[C:3]=1[OH:9]

Participants

5

Reactant 3

HCID 962WaterHCID 68982-Chloro-6-methylphenolHCID 749164-Isopropylbenzyl chloride

Product 1

HCID 146702492-Chloro-6-methyl-4-{[4-(propan-2-yl)phenyl]methyl}phenol

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
60 °C

Procedure

85.8 g (0.6 mol) 2-chloro-6-methylphenol and 33.8 g (0.2 mol) 4-isopropylbenzyl chloride, dissolved in 160 ml chloroform, are reacted with 18 g water-free zinc chloride. At a bath temperature of 60° C. the reaction mixture is stirred 5-6 h, and then washed three times each with 150 ml water for the purpose of removing excess zinc chloride, dried across sodium sulfate and subjected to a driving-off of the solvent chloroform in a vacuum.

Workup

  1. washwashed three times each with 150 ml water for the purpose of removing excess zinc chloride
  2. dry with materialdried across sodium sulfate

Sources & evidence

ORD record
ord-7fc4516386324e30805aca86e07f6cad
Source dataset
uspto-grants-1985_07
Patent number
US04532367

Reaction notes

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