Ammonium Chloride → HCID 118308753, compound

To a solution of 2.01 g of 2-bromo-4-methylpyridine in 10 ml of THF were added 4.3 ml of a 2.69 M n-butyllithium/hexane solution at −78° C., followed by stirring for 30 minutes. To the reaction mixture was added dropwise a solution of 1 g of 2,2-dimethyl-1,3-dioxan-5-one in 5 ml of THF, followed by stirring at −78° C. for 2 hours. To the reaction mixture was added a saturated aqueous ammonium chloride solution, followed by extraction with ethyl acetate. The organic layer was washed with water and a saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate, and the solvent was then evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 700 mg of 2,2-dimethyl-5-(4-methylpyridin-2-yl)-1,3-dioxan-5-ol.

1. stirringby stirring at −78° C. for 2 hours
2. extractionfollowed by extraction with ethyl acetate
3. washThe organic layer was washed with water
4. dry with materiala saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate
5. customthe solvent was then evaporated under reduced pressure
6. customThe obtained residue was purified by silica gel column chromatography

ORD record

ord-ef174b9763d147aa98b6b88e275a5e78

Source dataset

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09278968B2