(2,4-Dichlorophenoxy)Acetic Acid → (2,4-Dichlorophenoxy)acetyl chloride

HRID 973726

Reaction equation

HRID 973726 reaction equation
S(Cl)([Cl:3])=O.[Cl:5][C:6]1[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:7]=1[O:8][CH2:9][C:10](O)=[O:11]>C1C=CC=CC=1>[Cl:5][C:6]1[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:7]=1[O:8][CH2:9][C:10]([Cl:3])=[O:11]

Participants

4

Reactant 2

HCID 1486(2,4-Dichlorophenoxy)Acetic AcidHCID 24386Thionyl Chloride2×

Product 1

HCID 69887(2,4-Dichlorophenoxy)acetyl chloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

46 ml of thionyl chloride were added over 30 minutes to a solution of 130 g of 2,4-dichlorophenoxy-acetic acid in 150 ml of benzene, and the mixture was refluxed for one hour. The solvent and the excess thionyl chloride were eliminated under reduced pressure and the residue was distilled under 0.1 mm of mercury to obtain 91.4 g of the sought product with a boiling point of 120° C. at 0.1 mm of mercury.

Workup

  1. temperaturethe mixture was refluxed for one hour
  2. distillationthe residue was distilled under 0.1 mm of mercury

Sources & evidence

ORD record
ord-2b334604bb75406dac5bb840b1bb3c16
Source dataset
uspto-grants-1991_11
Patent number
US05064861

Linked notes

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