Thionyl Chloride → 4-Chloro-α-[3-(trifluoromethyl)phenoxy]benzeneacetyl chloride

HRID 1606561Notes

Reaction equation

HRID 1606561 reaction equation
[F:1][C:2]([F:22])([F:21])[C:3]1[CH:4]=[C:5]([CH:18]=[CH:19][CH:20]=1)[O:6][CH:7]([C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=1)[C:8](O)=[O:9].S(Cl)([Cl:25])=O>>[F:1][C:2]([F:22])([F:21])[C:3]1[CH:4]=[C:5]([CH:18]=[CH:19][CH:20]=1)[O:6][CH:7]([C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=1)[C:8]([Cl:25])=[O:9]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 99494114687-08-5

Product 1

HCID 121092354-Chloro-α-[3-(trifluoromethyl)phenoxy]benzeneacetyl chloride

Procedure

(3-Trifluoromethylphenoxy) (4-chlorophenyl)acetic acid (6.6 g., 0.02 mole) is placed in a 25 ml. 3-necked flask fitted with a condenser, stirrer and an addition of thionyl chloride (2.2 ml, 0.03 mole) over a 2-minute period at room temperature. The reaction mixture is refluxed for 5 hours and the solvent removed under vacuum to afford (3-trifluoromethylphenoxy) (4-chlorophenyl)acetyl chloride which is employed without purification.

Workup

  1. custom3-necked flask fitted with a condenser, stirrer
  2. temperatureThe reaction mixture is refluxed for 5 hours
  3. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-190b5dcf7f8a4bb0a5420fe1d4d29b35
Source dataset
uspto-grants-1976_04
Patent number
US03953465

Reaction notes

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