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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623217Generated: October 31, 2026

Methanol → HCID 58270902, compound

https://huagongshe.com/reaction/1623217

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantBoron tribromideHCID 25134—
ReactantHCID 67000209HCID 67000209—
SolventDichloromethaneHCID 6344—
ProductHCID 58270902HCID 58270902116.2%

Reaction Steps

A solution of 4-[4-bromo-3-(2-methoxyethoxy)benzyl]piperidine hydrochloride (RE1) (3.00 g, 8.3 mmol) in dichloromethane (100 mL) was cooled in a salt-ice bath. A 1 M solution of boron tribromide in dichloromethane (7.8 mL, 7.8 mmol) was added dropwise thereto at 0° C. in 30 minutes, and the reaction mixture was stirred for 1.5 hours under ice cooling. Methanol (20 mL) was added thereto, and the solvent was distilled off under reduced pressure. A 5% aqueous potassium carbonate solution (50 mL) was added to the obtained concentrated residue, followed by extraction with chloroform. The organic layer was dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain the title compound (RE2) (3.03 g, quantitative).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778970B2
Source datasetuspto-grants-2014_07
ORD IDord-f2fa84b2b33943e6b82dec39523f57ec
Source noteuspto-grants-2014_07