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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1402665Generated: November 1, 2026

Bromine → 1-tert-Butyloxycarbonyl-3-bromo-4-oxopiperidine

https://huagongshe.com/reaction/1402665

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromineHCID 24408—
Reactanttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
ReactantAluminum(III) ChlorideHCID 6451240—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product1-tert-Butyloxycarbonyl-3-bromo-4-oxopiperidineHCID 1068397071.9%

Reaction Conditions

Temperature2.5 °C

Reaction Steps

A solution of 4-Oxo-piperidin-1-carboxylic acid tert-butyl ester (10 grams, 50 mmol) and aluminium chloride (0.67 grams, 5 mmol) in tetrahydrofuran (30 mL) and diethyl ether (30 mL) was cooled to 0° C., and then treated with bromine (2.6 mL, 50 mmol) over a period of 30 minutes. Stirred the reaction mass for 24 hours at 0-5° C. After completion of reaction, the obtain solids were filtered and the mother liquor was concentrated under vacuum. The obtain crude was triturated with diethyl ether and solids were filtered and dried under vacuum to obtain the title compound (10 grams).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912179B2
Source datasetuspto-grants-2014_12
ORD IDord-cc27763676f14f6cbaaeda6679a18607
Source noteuspto-grants-2014_12