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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1504634Generated: October 30, 2026

Acetic Acid → HCID 86675144, compound

https://huagongshe.com/reaction/1504634

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant3-OxetanoneHCID 15024254—
ReactantHCID 86675137HCID 86675137—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
ProductHCID 86675144HCID 8667514423%

Reaction Steps

A solution of (E)-2-bromo-N-(piperidin-4-yl)-4-(4,4,4-trifluoro-3-(3,4,5-trichlorophenyl)but-1-enyl)benzamide (0.2 g, 0.35 mmol), oxetan-3-one (0.027 g, 0.38 mmol) and acetic acid (0.01 mL) in MeOH (5.0 mL) was stirred at ambient temperature for 30 min. After that NaBH3CN (0.022 g, 0.35 mmol) was added at 0° C. slowly lot wise over the period of 10 min and the reaction was stirred for 8 h at ambient temperature. The solvent was removed under reduced pressure to obtain a residue which was diluted with ethyl acetate and washed with saturated NaHCO3 solution and brine solution. The combined ethyl acetate layer was dried over Na2SO4 and concentrated under reduced pressure to obtain a residue, which was triturated with diethyl ether/pentane to afford the title compound as an off-white solid (0.05 g, 23%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09215870B2
Source datasetuspto-grants-2015_12
ORD IDord-01bcff32d2fc46cfb8b04d2f42821c54
Source noteuspto-grants-2015_12