Acetyl chloride → 1-[Chloro(4-fluorophenyl)phenylmethyl]-2-fluorobenzene

HRID 1595551Notes

Reaction equation

HRID 1595551 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=1)([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)O.C([Cl:26])(=O)C>ClCCl>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=1)([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[Cl:26]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 14579819Flutrimazole carbinol

Product 1

HCID 145798221-[Chloro(4-fluorophenyl)phenylmethyl]-2-fluorobenzene

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(2-Fluorophenyl)-(4-fluorophenyl)phenylmethanol (1.47 g, 5.0 mmol) was added to a 20% solution of acetyl chloride in dichloromethane (10 mL) at rt. The resulting solution was stirred for 12 h after which the solvent was removed by evaporation. Toluene (2×20 mL) was added to the residue and evaporated to afford crude 2-fluorophenyl-(4-fluorophenyl)phenylchloromethane which was used without purification in the next step.

Workup

  1. customwas removed by evaporation
  2. additionToluene (2×20 mL) was added to the residue
  3. customevaporated

Sources & evidence

ORD record
ord-cf6ba952f910487b93e409a7b7381f5f
Source dataset
uspto-grants-2001_09
Patent number
US06288122B1

Reaction notes

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