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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1714389Generated: November 3, 2026

Methanol → HCID 178453905, compound

https://huagongshe.com/reaction/1714389

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant4-(4-Fluorophenoxy)piperidineHCID 3734896—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 178453924HCID 178453924—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 178453905HCID 17845390593.8%

Reaction Steps

A mixture of 4-(4-fluorophenoxy)piperidine (0.150 g, 0.485 mmol), trans-[4-(2-oxo-ethyl)-cyclohexyl]-carbamic acid tert-butyl ester (0.117 g, 0.48 mmol), in 1, 2 dichloroethane (3 mL) and methanol (0.500 mL) was stirred for 4 hours at room temperature. Sodium triacetoxyborohydride (0.175 g, 0.829 mmol) was added and the resulting solution was stirred for 12 hours until the TLC indicated completion of the reaction. The mixture was filtrated and concentrated to dryness and purified with column chromatography on silica gel using CH2Cl2-CH2Cl2/CH3OH (1-9:1). The product fractions were concentrated to give 0.176 g (0.45 mmol, 92.5% yield) of a light yellow solid. MS (m/e): 393.4 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07795437B2
Source datasetuspto-grants-2010_09
ORD IDord-7ce1a7bf9f724a53a9d4185deaf370c6
Source noteuspto-grants-2010_09