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ChemicalBook CAS DataBase List 2-CHLORO-4-FLUOROPHENOL CARBONATE
141852-65-5

2-CHLORO-4-FLUOROPHENOL CARBONATE synthesis

1synthesis methods
-

Yield:141852-65-5 100%

Reaction Conditions:

with sodium hydroxide;N-benzyl-N,N,N-triethylammonium chloride in dichloromethane;

Steps:

R.1 Reference Example 1

STR110 2-Chloro-4-fluorophenol (4.4 Kg, 30 mol), triethylbenzylammonium chloride (17.1 g) and methylene chloride (7 liters) were placed in a 20 L three-necked flask equipped with a stirrer and a dropping funnel and cooled in an ice bath. Then, a 5N aqueous sodium hydroxide solution (6 liters) was slowly added thereto, followed by stirring vigorously. Then, trichloromethyl chloroformate (885 ml, 7.35 mol) was added dropwise thereto slowly over about 6 hours at room temperature, and, after dropwise addition, the reaction solution was stirred overnight. After completion of the reaction, the organic layer was separated, and the aqueous layer was extracted with methylene chloride (1000 ml*2 portions). The organic layers were combined, washed with a 1N aqueous sodium hydroxide solution (4 liters) and water (5 liters), and dried over anhydrous magnesium sulfate. After removing the drying agent by filtration, the solvent was distilled off from the organic layer under reduced pressure to obtain bis(2-chloro-4-fluorophenyl)carbonate as a white solid (4.9 Kg, 15.4 mol, 100% yield). Melting point: 91.0°-92.0° C. 1 H-NMR(CDCl3,TMS,ppm): δ6.87-7.4(6H,m). IR(KBr disk, cm-1): 1180, 1250, 1290, 1500, 1605, 1780.

References:

US5506190,1996,A

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