Ethanone, 1-(1,1'-biphenyl)-4-yl-2-chloro- → 2,4-Dichlorobenzyl chloride

HRID 1389781Notes

Reaction equation

HRID 1389781 reaction equation
C1(C2C=CC(C(=O)C[Cl:13])=CC=2)C=CC=CC=1.[Cl:17][C:18]1[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:19]=1[CH2:20][Mg:21]Cl>CCOCC>[Mg:21].[Cl:17][C:18]1[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:19]=1[CH2:20][Cl:13]

Participants

5

Reactant 2

HCID 69463Ethanone, 1-(1,1'-biphenyl)-4-yl-2-chloro-HCID 178478998HCID 178478998, compound

Product 2

HCID 72122,4-Dichlorobenzyl chlorideHCID 5462224Magnesium

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

69.3 g (0.3 mol) of 4-phenylphenacyl chloride are added in portions to a solution of 0.6 mol of 2,4-dichlorobenzyl-magnesium chloride, obtained from 15.9 g (0.65 mol) of magnesium and 117.3 g (0.6 mol) of 2,4-dichlorobenzyl chloride in 300 ml of ether. The reaction mixture is then poured onto aqueous ammonium chloride solution and the ether phase is separated off, washed with water, dried over sodium sulphate and evaporated. The oil which remains is extracted with petroleum ether and the petroleum ether solution is evaporated. The crystals are filtered off and dried. 62 g (53% of theory) of 2-(4-biphenylyl)-3-chloro-1-(2,4-dichlorophenyl)-propan-2-ol of melting point 84° C. are obtained.

Sources & evidence

ORD record
ord-31be7e50bab649bbbebafab0d47be0b4
Source dataset
uspto-grants-1981_01
Patent number
US04246274

Reaction notes

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