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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1910832Generated: November 1, 2026

Hydrogen Bromide → HCID 86639591, compound

https://huagongshe.com/reaction/1910832

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantThionyl ChlorideHCID 24386—
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant1-Methylpiperidine-4-carboxylic acidHCID 2736939—
SolventAcetic AcidHCID 176—
SolventDichloromethaneHCID 6344—
ProductHCID 86639591HCID 8663959133%

Reaction Steps

A mixture of 1-methyl-piperidine-4-carboxylic acid (0.40 g, 2.79 mmol) and thionyl chloride (0.32 mL, 4.44 mmol) in dichloromethane (10 mL) was heated to reflux for 6 h. The reaction mixture was distilled under reduced pressure and the residue dissolved in dry acetonitrile (4 mL). Trimethylsilyl diazomethane (4 mL, 8.08 mmol) was added and the mixture stirred for 2 h at ambient temperature. The reaction was cooled to 0° C. and 30% HBr in acetic acid (2 mL) added dropwise. The reaction mixture was warmed to room temperature and stirred for 1 h. The precipitate was filtered and washed with ether to afford 2-bromo-1-(1-methyl-piperidin-4-yl)-ethanone hydrobromide (200 mg, 33%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604029B2
Source datasetuspto-grants-2013_12
ORD IDord-7b4147622449438190f4645805481f28
Source noteuspto-grants-2013_12