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

HRID 1638679

Reaction equation

HRID 1638679 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;L ° 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-51b1acbec42647b0b69e98c434852989
Source dataset
uspto-grants-1989_11
Patent number
US04880806

Linked notes

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