Thionyl Chloride → 2-(4-Fluoro-3-methyl-phenyl)-4,6-dimethylbenzyl chloride

HRID 2119244Notes

Reaction equation

HRID 2119244 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([CH3:14])[CH:11]=[C:10]([CH3:15])[C:9]=2[CH2:16]O)=[CH:4][C:3]=1[CH3:18].S(Cl)([Cl:21])=O>C1(C)C=CC=CC=1>[Cl:21][CH2:16][C:9]1[C:10]([CH3:15])=[CH:11][C:12]([CH3:14])=[CH:13][C:8]=1[C:5]1[CH:6]=[CH:7][C:2]([F:1])=[C:3]([CH3:18])[CH:4]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 133169802-(4-Fluoro-3-methyl-phenyl)-4,6-dimethylbenzyl alcohol

Product 1

HCID 133169812-(4-Fluoro-3-methyl-phenyl)-4,6-dimethylbenzyl chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4'-Fluoro-2-hydroxymethyl-3,3',5-trimethyl-1,1'-biphenyl (2.77 g, 11.3 mmoles) was added in divided portions to thionyl chloride (10 ml) and then heated with stirring in an 80° bath for one hour. The reaction was then diluted with 50 ml of dry toluene and the solvent was evaporated in vacuo to leave 3.27 g of the title compound.

Workup

  1. temperatureheated
  2. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-3e533b9b6abe423aa2c55f1da969ffbc
Source dataset
uspto-grants-1987_07
Patent number
US04683314

Reaction notes

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