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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407828Generated: November 1, 2026

Acetic Acid → HCID 58504078, compound

https://huagongshe.com/reaction/2407828

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactanttert-Butyl 4-formylpiperidine-1-carboxylateHCID 1514430—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 11615525HCID 11615525—
SolventTolueneHCID 1140—
ProductHCID 58504078HCID 5850407864.5%

Reaction Steps

To a stirred solution of the compound prepared in Example 434 (0.217 g,) in toluene (12 mL) was added tert-butyl 4-formylpiperidine-1-carboxylate (0.205 g). The mixture was evaporated in vacuo to remove water from imine formed. Sodium triacetoxyborohydride (0.244 g) was added, followed by acetic acid (0.4 mL). After stirring at room temperature for 1 hour, the reaction mixture was quenched with methanol slowly, to decompose excess borohydride, and then concentrated in vacuo. Ethyl acetate, was added to the residue and then washed with aqueous saturated sodium bicarbonate, dried, evaporated in vacuo to provide the title compound (0.262 g) with the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809538B2
Source datasetuspto-grants-2014_08
ORD IDord-196501bd233b48269a043ef82c051583
Source noteuspto-grants-2014_08