Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1969184Generated: November 2, 2026

Water → (3-Bromo-5-{[tert-butyl(dimethyl)silyl]oxy}phenyl)methanol

https://huagongshe.com/reaction/1969184

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium borohydrideHCID 4311764—
Reactant3-Bromo-5-(tert-butyl-dimethyl-silanyloxy)-benzaldehydeHCID 57791901—
SolventTetrahydrofuranHCID 8028—
Product(3-Bromo-5-{[tert-butyl(dimethyl)silyl]oxy}phenyl)methanolHCID 57791917—

Reaction Steps

3-Bromo-5-(tert-butyl-dimethyl-silanyloxy)-benzaldehyde (7 g, 22.2 mmol) was dissolved in THF and sodium borohydride (0.92 g; 24.4 mmol) was added. The reaction mixture was stirred at room temperature for 2 h and water was added, and the reaction mixture was partly evaporated to strip off THF. Ethyl acetate was added and the phases separated. The organic phase was washed with water, dried, and evaporated to dryness. Yield: 6.4 g; HPLC-MS: m/z: 317.0 (M+); Rt: 2.37 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426473B2
Source datasetuspto-grants-2013_04
ORD IDord-d287ffcaf1d344a386912bb509b6fb9a
Source noteuspto-grants-2013_04