Sodium Chloride → HCID 13566814, compound

2-Bromopyridine (1.58 g) was dissolved in diethyl ether (20 ml). To the solution was added at −60° C. n-butyllithium (1.6M hexane solution, 6.25 ml). The mixture was stirred for 5 minutes at the same temperature. To the reaction mixture were added (S)-(−)-propylene oxide (1.00 ml) and boron trifluoride diethyl etherate (1.23 ml) successively. The mixture was stirred for 20 minutes at the same temperature. To the reaction mixture was added 5% sodium hydrogencarbonate (30 ml), which was then subjected to salting out with sodium chloride, followed by extraction with ethyl acetate (20 ml) five times. The organic layer was dried over anhydrous magnesium sulfate, which was then concentrated. The concentrate was purified by means of a column chromatography (carrier: silica gel: 50 g, eluted with ethyl acetate) to give the title compound (0.33 g).

1. stirringThe mixture was stirred for 20 minutes at the same temperature
2. extractionfollowed by extraction with ethyl acetate (20 ml) five times
3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate, which
4. concentrationwas then concentrated
5. customThe concentrate was purified by means of a column chromatography (carrier: silica gel: 50 g, eluted with ethyl acetate)

ORD record

ord-a0ab493a15ae42b8b11a354b5b3ddfe2

Source dataset

uspto-grants-2001_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06174877B1