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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1006055Generated: November 3, 2026

Ethyl Acetate → 4-(2-Bromo-5-methoxybenzyl)-1-Boc-piperidine

https://huagongshe.com/reaction/1006055

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant4-(2-Bromo-5-methoxybenzylidene)-1-Boc-piperidineHCID 22675406—
CatalystHCID 178503043HCID 178503043—
SolventEthanolHCID 702—
Product4-(2-Bromo-5-methoxybenzyl)-1-Boc-piperidineHCID 2267532589.5%

Reaction Conditions

Temperature40 °C

Reaction Steps

A mixture of N-tert-butoxycarbonyl-4-(2-bromo-5-methoxybenzal)piperidine (87.7 g, 0.229 mol), 5% rhodium-carbon (25.6 g), ethyl acetate (150 mL) and ethyl alcohol (150 mL) was stirred at 40° C. for 16 hours under a hydrogen atmosphere. The precipitate was filtered and then washed with ethyl acetate, and the filtrate was concentrated to dryness. The residue was diluted with ethyl acetate (800 mL) and washed with a saturated aqueous sodium chloride solution (100 mL). The dilution was dried over anhydrous magnesium sulfate and then concentrated to dryness to obtain 78.7 g (0.205 mol, 89%) of N-tert-butoxycarbonyl-4-(2-bromo-5-methoxybenzyl)piperidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06787560B2
Source datasetuspto-grants-2004_09
ORD IDord-5ca5df67be42400bb133e02020173af5
Source noteuspto-grants-2004_09