2-Iodobenzoic acid → 2-Iodobenzoyl chloride

HRID 236379Notes

Reaction equation

HRID 236379 reaction equation
[I:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:13])=O>>[I:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([Cl:13])=[O:5]

Participants

3

Reactant 2

HCID 69412-Iodobenzoic acidHCID 24386Thionyl Chloride

Product 1

HCID 691122-Iodobenzoyl chloride

Procedure

Ortho-iodobenzoic acid was reacted with excess thionyl chloride for 3 hours at reflux, and thionyl chloride was distilled off under reduced pressure to obtain ortho-iodobenzoic acid chloride. This was reacted with allyl alcohol in a dichloromethane solvent in the presence of a triethyl amine catalyst to obtain allyl ortho-iodobenzoate. The yield after purification by distillation or like process was repeated was 73%.

Workup

  1. temperatureat reflux
  2. distillationthionyl chloride was distilled off under reduced pressure

Sources & evidence

ORD record
ord-e7e48a3980f04d4d85abc5bf91577971
Source dataset
uspto-grants-1987_02
Patent number
US04644025

Reaction notes

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