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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 566239Generated: October 30, 2026

Sodium Chloride → HCID 13566814, compound

https://huagongshe.com/reaction/566239

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
Reactant2-BromopyridineHCID 7973—
ReactantBoron trifluoride etherateHCID 8000—
Reactant(2S)-2-MethyloxiraneHCID 146262—
ReactantSodium BicarbonateHCID 516892—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
ProductHCID 13566814HCID 13566814—

Reaction Steps

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).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06174877B1
Source datasetuspto-grants-2001_01
ORD IDord-a0ab493a15ae42b8b11a354b5b3ddfe2
Source noteuspto-grants-2001_01