Benzoic Acid → Benzoyl chloride

HRID 1679311Notes

Reaction equation

[C:1]([OH:9])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(Cl)[Cl:11]>>[C:1]([Cl:11])(=[O:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 243Benzoic Acid

HCID 6344Dichloromethane

Product 1

HCID 7412Benzoyl chloride

Procedure

Shaking once with 300 ml of methylene chloride completely removes small quanitites of benzoic acid formed by the hydrolysis of adhering benzoyl chloride. The hydrolysis solution is neutralized with sodium hydroxide and made up with water to 750 ml. The 1,3-dimethyl-1-oxophospholine is isolated from the neutral solution in the same way as in Example 1. Yield: 109 g of 1,3-dimethyl-1-oxophospholine (41.9% of the theoretical yield).

Sources & evidence

ORD record: ord-ef45c17adb3b4b3db3ddfa80a1a26a4a
Source dataset: uspto-grants-1978_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04080377

Reaction notes

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