反应详情

温度

20 °C

A solution of iso-propylmagnesium chloride in tetrahydrofuran (2M, 130 mL) was added dropwise over 30 minutes to a stirred solution of 2-bromo-4-fluoroanisole (34.2 mL) in anhydrous tetrahydrofuran (400 mL) at 30° C. under nitrogen. After a further 16 hours at 30° C., copper (I) bromide dimethyl sulphide complex (0.4 g) was added followed by solution of tert-butyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate (56.2 g) in anhydrous tetrahydrofuran (110 mL). After a further 3 hours at 30° C., the solution was cooled to 20° C., diluted with water (600 mL) and extracted with tert.-butyl methyl ether (600 mL) then ethyl acetate (600 mL). Combined organic extracts were dried over anhydrous magnesium sulphate, filtered and evaporated under reduced pressure to give crude sub-title compound (86 g) as a solid.

1. additioncopper (I) bromide dimethyl sulphide complex (0.4 g) was added
2. waitAfter a further 3 hours at 30° C.
3. extractionextracted with tert.-butyl methyl ether (600 mL)
4. dry with materialCombined organic extracts were dried over anhydrous magnesium sulphate
5. filtrationfiltered
6. customevaporated under reduced pressure