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ChemicalBook CAS DataBase List Benzoyl chloride
98-88-4

Benzoyl chloride synthesis

15synthesis methods
Benzoyl chloride can be prepared from benzoic acid by reaction with PCl5 or SOCl2, from benzaldehyde by treatment with POCl3 or SO2 Cl2, from benzotrichloride by partial hydrolysis in the presence of H2SO4 or FeCl3, from benzal chloride by treatment with oxygen in a radical source, and from several other miscellaneous reactions. Benzoyl chloride can be reduced to benzaldehyde, oxidized to benzoyl peroxide, chlorinated to chlorobenzoyl chloride and sulfonated to m-sulfobenzoic acid. It will undergo various reactions with organic reagents. For example, it will add across an unsaturated (alkene or alkyne) bond in the presence of a catalyst to give the phenylchloroketone:
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Yield:98-88-4 100%

Reaction Conditions:

with oxalyl dichloride;N,N-dimethyl-formamide in dichloromethane at 35; for 1 h;

Steps:

Syntheses of Aryl Acid Chlorides (4a-f)

General procedure: The reaction scheme for the syntheses of aryl acid chlorides (4a-f) is shown in Scheme (1). Into a 250 mL two neck round bottomed flask equipped with a mechanical stirrer and a dropping funnel was placed in a thermostat bath. To a stirred solution of aryl acid (3a-f) 8 mM (3a: 0.98 g; 3b: 1.22g; 3c: 1.09 g; 3d: 1.34 g; 3e: 1.34 g; 3f: 1.18 g) in 100 mL CH2Cl2 at room temperature was added 16 mM (2.02 g) oxalyl chloride, 2 drops of DMF and the mixture was stirred at room temperature for 1h. The resulting mixture was concentrated under reduced pressure to afford acid chloride quantitatively and stored in air tight flask.

References:

Patel, Chirag Bhupendra;Dhaduk, Bhavin Babu;Parsania, Parsotam Hari [Letters in drug design and discovery,2015,vol. 12,# 6,p. 505 - 511]

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