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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 549540Generated: October 30, 2026

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

https://huagongshe.com/reaction/549540

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 numberUS07943669B2
Source datasetuspto-grants-2011_05
ORD IDord-a68a4d39cefe45179c33cbb011657172
Source noteuspto-grants-2011_05