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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1852911Generated: November 1, 2026

Sodium Hydroxide → 1-(3-Bromophenyl)piperidine-4-carboxylic acid

https://huagongshe.com/reaction/1852911

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantHCID 71138417HCID 71138417—
SolventMeOH tetrahydrofuranHCID 21899815—
Product1-(3-Bromophenyl)piperidine-4-carboxylic acidHCID 6957088386%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of ethyl 1-(3-bromophenyl)piperidine-4-carboxylate (5.6 g, 18 mmol) in THF/MeOH (360 mL, 1:1), was added a solution of NaOH (1M, 90 mL) at rt. The mixture was heated at 50° C. for 30 min and organic solvent was removed under reduced pressure. The water solution was mixed with ice and 1M HCl (90 mL) and extracted with dichloromethane/methanol. The combined organic phase was dried over unhydrous Na2SO4 and evaporated. The residue was solidified with dichloromethane/hexane to give the titled compound (4.4 g, 85%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962619B2
Source datasetuspto-grants-2015_02
ORD IDord-85894c47796a460b99c315da727d0972
Source noteuspto-grants-2015_02