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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1625876Generated: October 30, 2026

Sodium Hydroxide → HCID 66607546, compound

https://huagongshe.com/reaction/1625876

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 66608181HCID 66608181—
SolventTrifluoroacetic acidHCID 6422—
ProductHCID 66607546HCID 6660754690.8%

Reaction Steps

A solution of the above 5-bromo-2-methylphenyl-5-(2-pyridyl)-2-thienylmethanol (1.59 g) in trifluoroacetic acid (40 ml) was cooled to 0° C., and thereto were added gradually sodium triacetoxyborohydride (4.68 g). The mixture was stirred at room temperature for one hour, and cooled again to 0° C. 10% aqueous sodium hydroxide solution was added thereto to basify the reaction mixture. The mixture was extracted with ethyl acetate, and the extract was washed with brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1) to give the desired 5-bromo-2-methyl-1-(5-(2-pyridyl)-2-thienylmethyl)benzene (1.38 g) as a colorless solid. APCI-Mass m/Z 344/346 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785403B2
Source datasetuspto-grants-2014_07
ORD IDord-4bfc6c02b3d44a5cb68829688f24e425
Source noteuspto-grants-2014_07