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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208793Generated: November 1, 2026

Allyl bromide → HCID 86719552, compound

https://huagongshe.com/reaction/2208793

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyl bromideHCID 7841—
ReactantSodium hydrideHCID 24758—
ReactantHCID 70873837HCID 70873837—
SolventDimethylformamideHCID 6228—
ProductHCID 86719552HCID 8671955239%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred solution of tert-butyl 4-((5-chloro-3-(methoxycarbonyl)-2-methylphenyl)amino)piperidine-1-carboxylate (0.70 g, 1.82 mmol) in DMF (7 mL), was added NaH (0.052 g, 2.19 mmol) at 0° C. After stirring for 20 minutes, 3-bromoprop-1-ene (0.44 g, 3.64 mmol) was added and the mixture was heated at 80° C. for 15 h. On completion, the reaction mass was quenched with ice cold water and extraction was carried out using DCM. The combined organic layers were dried, concentrated under reduced pressure and the residue was purified by column chromatography to afford the title compound (0.3 g, 39%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376422B2
Source datasetuspto-grants-2016_06
ORD IDord-2de09686e4d34f1398429d9f86aeabb8
Source noteuspto-grants-2016_06