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ChemicalBook CAS DataBase List Phenyl chloroformate
1885-14-9

Phenyl chloroformate synthesis

12synthesis methods
Phenyl chloroformate is synthesized by the reaction of phenol with phosgene. Phenol was dissolved in chloroform, phosgene was introduced under cooling, and the absorbed phosgene was in an equal molar ratio to phenol, and equimolar N,N-dimethylaniline was added dropwise under stirring at 5-10 °C. Then add cold water to dilute, separate the oil layer, wash with dilute hydrochloric acid and water successively. After drying with anhydrous calcium chloride, chloroform is evaporated, and then distilled under reduced pressure to collect 74-75°C (1.73kPa) fraction, which is phenyl chloroformate. The yield is about 90%.
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Yield:1885-14-9 91.5%

Reaction Conditions:

with CoCl2 in triphenylphosphine;

Steps:

4.b Example 4

(b) A further 500 g of phenol are added to the residue, which weighs 100 g, without feeding in fresh triphenylphosphine. The reaction is carried out, as described under 4(a), with 560 g of COCl2. After a phosgenation time of 8 hours, 764 g of distilled 99.7% pure chloroformic acid phenyl ester are obtained (91.5% of the theoretical yield).

References:

US4366102,1982,A

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