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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 16488Generated: October 28, 2026

Formaldehyde → 1,1-Dimethylethyl 4-(methyl(2-(4-phenoxyphenyl)ethyl)amino)-1-piperidinecarboxylate

https://huagongshe.com/reaction/16488

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant1,1-Dimethylethyl 4-((2-(4-phenoxyphenyl)ethyl)amino)-1-piperidinecarboxylateHCID 68484696—
SolventMethanolHCID 887—
Solvent1,1-DichloroethaneHCID 6365—
Product1,1-Dimethylethyl 4-(methyl(2-(4-phenoxyphenyl)ethyl)amino)-1-piperidinecarboxylateHCID 68489514—

Reaction Steps

A solution of 1,1-dimethylethyl 4-((2-(4-phenoxyphenyl)ethyl)amino)-1-piperidinecarboxylate (about 9.4 mmol) in a mixture of methanol and dichloroethane (30 mL) was treated with a formaldehyde (37% solution in water). After the addition of sodium cyanoborohydride (710 mg, 11.26 mmol), the reaction was stirred for 17 hours. The reaction was concentrated. Purification on silica gel using a gradient of ethyl acetate in hexane gave 1,1-dimethylethyl 4-(methyl(2-(4-phenoxyphenyl)ethyl)amino)-1-piperidinecarboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737145B2
Source datasetuspto-grants-2010_06
ORD IDord-42cafc01e7654173b9b58590a8609f70
Source noteuspto-grants-2010_06