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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1970019Generated: November 1, 2026

Water → tert-Butyl 4-(methylamino)piperidine-1-carboxylate

https://huagongshe.com/reaction/1970019

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethylamineHCID 6329—
Reactanttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
ReactantSodium borohydrideHCID 4311764—
CatalystTitanium isopropoxideHCID 11026—
SolventEthanolHCID 702—
Producttert-Butyl 4-(methylamino)piperidine-1-carboxylateHCID 1538070255%

Reaction Steps

3.8 mL (13 mmol) of titanium isopropoxide and 2 g (10 mmol) of 1-tert-butoxycarbonyl-piperidin-4-one are added to 3.7 mL (30 mmol) of a 33% solution of methylamine in ethanol. The solution is stirred for 5 hours at room temperature then 378 mg (10 mmol) of sodium borohydride is added. Stirring is continued for a further 2 hours then 2 mL of water is added. The reaction mixture is filtered then the solvents are evaporated to give 1.18 g (55%) of 4-methylamino-1-tert-butoxycarbonyl-piperidine in the form of an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426437B2
Source datasetuspto-grants-2013_04
ORD IDord-27a92d52647b4d4bb7ddfff2b18099dd
Source noteuspto-grants-2013_04