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

HRID 371523Notes

Reaction equation

HRID 371523 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([CH2:9][CH3:10])[CH:3]=1.[CH:11]([C:14]1[CH:21]=[CH:20][C:17]([CH2:18]Cl)=[CH:16][CH:15]=1)([CH3:13])[CH3:12].O>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:7]=[C:6]([CH2:18][C:17]2[CH:20]=[CH:21][C:14]([CH:11]([CH3:13])[CH3:12])=[CH:15][CH:16]=2)[C:5]([OH:8])=[C:4]([CH2:9][CH3:10])[CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 293574-Chloro-2-ethylphenolHCID 749164-Isopropylbenzyl chloride

Product 1

HCID 233194194-Chloro-2-ethyl-6-{[4-(propan-2-yl)phenyl]methyl}phenol

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
60 °C

Procedure

117.5 g (0.75 mol) 4-chloro-2-ethylphenol are dissolved with 42.25 g (0.25 mol) 4-isopropylbenzylchloride in 200 ml chloroform. 22.5 g water-free zinc chloride are added thereto for the alkylation reaction. Already at 30° C. a powerful reaction takes place. The entire mixture is after-stirred 5-6 h at 60° C. for completion of the alkylation. After a cooling it is subsequently washed three times each with 200 ml water, and then dried across sodium sulfate, after which the solvent chloroform is driven off.

Workup

  1. customfor the alkylation reaction
  2. customAlready at 30° C. a powerful reaction
  3. washAfter a cooling it is subsequently washed three times each with 200 ml water
  4. dry with materialdried across sodium sulfate

Sources & evidence

ORD record
ord-fd94c07d2e76497d84a4d35ea1dcde1e
Source dataset
uspto-grants-1985_07
Patent number
US04532367

Reaction notes

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