Triethylamine → 2-(Chloromethyl)-1,3,4-trifluorobenzene

HRID 2351908Notes

Reaction equation

HRID 2351908 reaction equation
[F:1][C:2]1[C:9]([F:10])=[CH:8][CH:7]=[C:6]([F:11])[C:3]=1[CH2:4]O.S(Cl)([Cl:14])=O.C(N(CC)CC)C>ClCCl>[F:1][C:2]1[C:9]([F:10])=[CH:8][CH:7]=[C:6]([F:11])[C:3]=1[CH2:4][Cl:14]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 24386Thionyl ChlorideHCID 1455002,3,6-Trifluorobenzyl alcohol

Product 1

HCID 156318382-(Chloromethyl)-1,3,4-trifluorobenzene

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 2,3,6-trifluorobenzyl alcohol (41 g) in dichloromethane (100 ml) is added dropwise a solution of thionyl chloride (50 ml) in dichloromethane (80 ml) under ice cooling with stirring, and the mixture is stirred at room temperature overnitht. To the mixture is added triethylamine (10 ml), and the solvent is distilled off under reduced pressure to give 2,3,6-trifluorobenzyl chloride (28.6 g), as colorless oil, b.p. 63° C. (13 mmHg).

Workup

  1. stirringthe mixture is stirred at room temperature overnitht
  2. distillationthe solvent is distilled off under reduced pressure

Sources & evidence

ORD record
ord-3c8b327a0d70494e838f2e50554f3d04
Source dataset
uspto-grants-1989_10
Patent number
US04874764

Reaction notes

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