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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 577820Generated: October 25, 2026

t-Butylammonium fluoride → {4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluoro-5-(hydroxymethyl)phenyl}(phenyl)methanone

https://huagongshe.com/reaction/577820

Reaction equation

Participants

RoleNameHCIDCharge
Reactantt-Butylammonium fluorideHCID 21866379—
Reactant{5-({[tert-butyl(diphenyl)silyl]oxy}methyl)-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluorophenyl}(phenyl)methanoneHCID 86658052—
SolventTetrahydrofuranHCID 8028—
Product{4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluoro-5-(hydroxymethyl)phenyl}(phenyl)methanoneHCID 86658053—

Reaction Steps

tert-Butyl ammonium fluoride (435 mg, 0.002 mmol) was added in small portions to a stirred solution of {5-({[tert-butyl(diphenyl)silyl]oxy}methyl)-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluorophenyl}(phenyl)methanone (Intermediate 20, 1 g, 0.002 mmol) in anhydrous THF (10 mL) at 0° C. and stirring was continued for 1 h with warming to room temperature. The solvent was removed and the residue was purified over a silica gel chromatography column using ethyl acetate-pet. ether gradient, providing the title compound. Yield: 450 mg, (75%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040528B2
Source datasetuspto-grants-2015_05
ORD IDord-c15c211da2c848a5bf4cf6178d424408
Source noteuspto-grants-2015_05