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

HRID 1722293

Reaction equation

HRID 1722293 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 overnight. 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 overnight
  2. distillationthe solvent is distilled off under reduced pressure

Sources & evidence

ORD record
ord-2dbab3afccd84134909b30fe68e57d5c
Source dataset
uspto-grants-1989_08
Patent number
US04855292

Linked notes

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