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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 899242Generated: October 30, 2026

Sodium borohydride → HCID 69265731, compound

https://huagongshe.com/reaction/899242

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant4-[(Tert-butyldimethylsilyl)oxy]-2-chlorobenzaldehydeHCID 58907469—
SolventMethanolHCID 887—
ProductHCID 69265731HCID 6926573195%

Reaction Steps

To a stirred solution of 4-{[tert-butyl(dimethyl)silyl]oxy}-2-chlorobenzaldehyde (WO 2003051797, 1.58 g, 5.83 mmol) in methanol (5 mL) was added sodium borohydride (264 mg, 7.00 mmol) at 0° C. The mixture was stirred at room temperature for 3 h, and quenched by addition of aqueous ammonium chloride. The mixture was extracted with ethyl acetate (200 mL), and the organic layer was washed with brine, dried over sodium sulfate, and evaporated. The residue was purified by column chromatography on silica gel (100 g) eluting with hexane/ethyl acetate (20/1 to 10/1) to afford 1.51 g (95%) of the title compound as a colorless oil:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07354925B2
Source datasetuspto-grants-2008_04
ORD IDord-3e24289a6cd743ada013ed6d19c19d44
Source noteuspto-grants-2008_04