Ammonium thiocyanate → 2,6-DI-Tert-butyl-4-thiocyanato-phenol

温度

0 °C

A mixture of 2,6-di-tert-butylphenol (474 g, 2.30 mole) and ammonium thiocyanate (76.12 g, 4.83 mole) in methanol (1200 ml) was stirred with cooling at 0° C. While the temperature was maintained at 0° to 10° C., chlorine gas was slowly bubbled through the mixture for about 1 hour, during which time the reaction mixture became a heterogeneous yellow color. Ammonia was then bubbled through the mixture for about 1.5 hours, during which time the reaction mixture was maintained at a temperature of between 0° to 10° C. The reaction was stirred for an additional hour at 0° C., poured into 2 liters of cold distilled water and refrigerated overnight. The aqueous phase was decanted, and the solid was taken up in methanol, precipitated by addition of water, filtered, and dried for 2 days over phosphorus pentoxide. The resulting gummy yellow solid was recrystallized from pentane and dried in vacuo to yield the product as a white powder, m.p. 61.5° -63° C.

1. temperatureWhile the temperature was maintained at 0° to 10° C.
2. customchlorine gas was slowly bubbled through the mixture for about 1 hour, during which time the reaction mixture
3. customAmmonia was then bubbled through the mixture for about 1.5 hours, during which time the reaction mixture
4. temperaturewas maintained at a temperature of between 0° to 10° C
5. stirringThe reaction was stirred for an additional hour at 0° C.
6. additionpoured into 2 liters
7. distillationof cold distilled water and refrigerated overnight
8. customThe aqueous phase was decanted
9. customprecipitated by addition of water
10. filtrationfiltered
11. dry with materialdried for 2 days over phosphorus pentoxide
12. customThe resulting gummy yellow solid was recrystallized from pentane
13. customdried in vacuo

ORDレコード

ord-51a40d6ca47c432488ebc7df1dbf4bb6

出典データセット

uspto-grants-1989_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04847305