Thionyl Chloride → 4-Allyloxybenzoyl chloride

HRID 2394514Notes

Reaction equation

HRID 2394514 reaction equation
[CH2:1]([O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9](O)=[O:10])=[CH:7][CH:6]=1)[CH:2]=[CH2:3].S(Cl)([Cl:16])=O>N1C=CC=CC=1>[CH2:1]([O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([Cl:16])=[O:10])=[CH:7][CH:6]=1)[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 4606904-(Prop-2-en-1-yloxy)benzoic acid

Product 1

HCID 117901374-Allyloxybenzoyl chloride

Reagents, catalysts & solvents 1

HCID 1049PyridineCatalyst

Procedure

The 4-(2-propenyloxy)benzoic acid, 5 g (0.028 mol), was refluxed with thionyl chloride (37 mL, 0.51 mol) and several drops of pyridine for 8 hours. The excess thionyl chloride was removed in vacuo leaving 4-(2-propenyloxy)benzoyl chloride as a yellow liquid at 25° C. This acid chloride was used without further purification.

Workup

  1. customThe excess thionyl chloride was removed in vacuo

Sources & evidence

ORD record
ord-eca76077e24e4d9686d7675b70148367
Source dataset
uspto-grants-1998_09
Patent number
US05811504

Reaction notes

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