Ammonium Chloride → 8-(2,4,5-Trifluorophenyl)-1,4-dioxaspiro[4.5]decan-8-ol

温度

50 °C

A three neck flask (2 L) under an atmosphere of nitrogen with Mg turnings (9.8 g) was stirred for 15 min and tetrahydrofuran (90 mL) was added and stirring continued for an additional 15 min. 1-Bromo-2,4,5-trifluorobenzene (85 g) was dissolved in tetrahydrofuran (340 mL). A portion of this solution (75 mL) was added to the stirred magnesium turnings and then heated to 50° C. The rest of the solution was added and stirring continued at the same temperature for an additional 1 h. The reaction mixture was cooled to 40° C., a solution of 1,4-dioxaspiro[4.5]decan-8-one (57.3 g) in tetrahydrofuran (275 mL) was added, and stirring continued for 10 h. The reaction mixture was poured into saturated aqueous ammonium chloride solution (970 mL) and extracted with toluene (700 mL). The organic layer was washed with water (3×700 mL), dried over anhydrous sodium sulfate, filtered and evaporated to yield the title compound as a red-orange oil which was used in the next step without further purification.

1. additionThe rest of the solution was added
2. stirringstirring
3. waitcontinued at the same temperature for an additional 1 h
4. temperatureThe reaction mixture was cooled to 40° C.
5. stirringstirring
6. waitcontinued for 10 h
7. extractionextracted with toluene (700 mL)
8. washThe organic layer was washed with water (3×700 mL)
9. dry with materialdried over anhydrous sodium sulfate
10. filtrationfiltered
11. customevaporated

ORDレコード

ord-e3c41d2007c24e0e9fb354d114899784

出典データセット

uspto-grants-2011_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07906649B2