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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1179270Generated: October 31, 2026

Sodium borohydride → HCID 69265731, compound

https://huagongshe.com/reaction/1179270

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 evapolated. 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 numberUS07279486B2
Source datasetuspto-grants-2007_10
ORD IDord-0f6941e5094140488ddece2bbad56b78
Source noteuspto-grants-2007_10