Benzoyl chloride → Allyl benzoate

HRID 65135

Reaction equation

C(Cl)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:10](=[O:19])([O:15][CH2:16][CH:17]=[CH2:18])OCC=C>>[C:10]([O:15][CH2:16][CH:17]=[CH2:18])(=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 7412Benzoyl chloride

HCID 84764Carbonic acid, di-2-propen-1-yl ester

Product 1

HCID 11406Allyl benzoateYield 90%

Conditions

Temperature: 170 °C

Procedure

The following example illustrates the use of basic amine catalysts. A mixture of benzoyl chloride (7.03 g, 0.05 mole), diallyl carbonate (7.10 g, 0.05 mole) and N,N-dimethylaminopyridine (0.06 g) were combined in a glass reaction vessel and heated to 170° C. for 4 hours. Distillation of the reaction mixture gave allyl benzoate, b.p. 110° C.-111° C. (13 mm Hg). Yield was 90 percent.

Workup

customwere combined in a glass reaction vessel
distillationDistillation of the reaction mixture

Sources & evidence

ORD record: ord-c28c4553598f4116b96b8136652ed85e
Source dataset: uspto-grants-1986_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04612386

Linked notes

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