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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 705874Generated: October 30, 2026

Sodium Sulfite → 5-(2-Hydroxyethyl)-2-{[3-(trifluoromethyl)phenyl]oxy}benzonitrile

https://huagongshe.com/reaction/705874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium SulfiteHCID 24437—
Reactant9-Borabicyclo(3.3.1)nonaneHCID 78966—
Reactant5-Ethenyl-2-{[3-(trifluoromethyl)phenyl]oxy}benzonitrileHCID 66825368—
SolventTetrahydrofuranHCID 8028—
Product5-(2-Hydroxyethyl)-2-{[3-(trifluoromethyl)phenyl]oxy}benzonitrileHCID 6682557451.4%

Reaction Steps

To a stirred a solution of 9-BBN (10.37 mL, 5.19 mmol) in dry THF (30 mL) was added dropwise a solution of 5-ethenyl-2-{[3-(trifluoromethyl)phenyl]oxy}benzonitrile (1 g, 3.46 mmol) in THF (30 mL) under nitrogen at 0° C. for 0.5 h. The mixture was then allowed to warm to room temperature and stirring continued for 2 h. Na2SO3 was added to quench the reaction. Purification via flash chromatography then afforded the title compound (546 mg, 1.777 mmol, 51.4% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174968B2
Source datasetuspto-grants-2015_11
ORD IDord-0cbd7ab325fc45b29540ec040db8c16a
Source noteuspto-grants-2015_11