反应详情

温度

45 °C

To a stirred solution of 12.6 grams (0.106 mole) of thionyl chloride and one drop (catalyst) of pyridine in 25 mL of toluene was added dropwise a solution of 19.5 grams (0.088 mole) of 4-fluoro-3-phenoxyphenylmethanol in 30 mL of toluene at such a rate as to maintain the reaction mixture temperature at 25°-35° C. Upon completion of the 45 minute addition time, the reaction mixture was warmed to 45° C. where it was stirred during a one hour period. After this time the reaction mixture was cooled, and the excess thionyl chloride was removed under reduced pressure. The residue, 23.5 grams of a semi-solid mixture, was combined with 114.2 grams of the same material from a previous reaction. The combination was distilled under reduced pressure yielding 100.3 grams of 4-fluoro-3-phenoxyphenylmethyl chloride; b.p. 98°-105° C./0.025-0.055 mm. The nmr spectrum was consistent with the proposed structure.

1. temperatureto maintain the reaction mixture temperature at 25°-35° C
2. additionUpon completion of the 45 minute addition time
3. temperatureAfter this time the reaction mixture was cooled
4. customthe excess thionyl chloride was removed under reduced pressure
5. customThe residue, 23.5 grams of a semi-solid mixture, was combined with 114.2 grams of the same material from a previous reaction
6. distillationThe combination was distilled under reduced pressure