Benzoyl chloride → Methyl Benzoate

HRID 65134

Reaction equation

HRID 65134 reaction equation
C(Cl)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:10](=O)([O:13][CH3:14])[O:11]C>S1(CCCC1)(=O)=O.[Cl-].[Li+]>[C:10]([O:13][CH3:14])(=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 7412Benzoyl chlorideHCID 12021Dimethyl Carbonate

Product 1

HCID 7150Methyl BenzoateYield 70.1%

Reagents, catalysts & solvents 2

HCID 433294Lithium ChlorideCatalystHCID 31347SulfolaneSolvent

Conditions

Temperature
150 °C

Procedure

The following example illustrates the use of alkali halide catalysts. A mixture of benzoyl chloride (7.03 g, 0.05 mole), dimethyl carbonate (4.5 g, 0.05 mole) and lithium chloride (0.106 g, 0.0025 mole) in 25 ml of sulfolane was heated to 150° C. for 22 hours. Distillation of the reaction mixture gave 4.77 g (70 percent yield) methyl benzoate.

Workup

  1. distillationDistillation of the reaction mixture

Sources & evidence

ORD record
ord-ee2e26d06a894ead8746b98001a992e8
Source dataset
uspto-grants-1986_09
Patent number
US04612386

Linked notes

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