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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1050545Generated: November 1, 2026

Di-tert-butyl dicarbonate → Tert-butyl 4-(4-bromophenyl)-4-methylpiperidine-1-carboxylate

https://huagongshe.com/reaction/1050545

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDi-tert-butyl dicarbonateHCID 90495—
Reactant4-(4-Bromophenyl)-4-methylpiperidineHCID 63156611—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductTert-butyl 4-(4-bromophenyl)-4-methylpiperidine-1-carboxylateHCID 11811538288.2%

Reaction Steps

To a solution of 4-(4-bromophenyl)-4-methylpiperidine (285) (4.1 g, 16 mmol) in DCM (20 mL) was added (BOC)2O (5.7 g, 26 mmol). The resulting mixture was stirred at RT for 30 min before being diluted with water (10 mL). The mixture was extracted with DCM (10 mL×2). The combine organic layers were washed with brine, dried, concentrated in vacuo, and subjected to silica flash column using 0 to 20% EtOAc in PE to give tert-butyl 4-(4-bromophenyl)-4-methylpiperidine-1-carboxylate (286) (5 g, 88%) as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382246B2
Source datasetuspto-grants-2016_07
ORD IDord-d4521c51f0804f13845306baa3078f09
Source noteuspto-grants-2016_07