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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1505919Generated: October 31, 2026

Formaldehyde → 3-(4-Bromo-phenyl)-1-methyl-piperidin-3-ol

https://huagongshe.com/reaction/1505919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantTert-butyl 3-(4-bromophenyl)-3-hydroxypiperidine-1-carboxylateHCID 58266476—
SolventFormic AcidHCID 284—
Product3-(4-Bromo-phenyl)-1-methyl-piperidin-3-olHCID 5826647893%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 3-(4-bromo-phenyl)-3-hydroxypiperidine-1-carboxylic acid tert-butyl ester (1.39 g, 3.9 mmol), formic acid (18.4 mL) and formaldehyde (1.6 mL) was heated under microwave irradiation at 150° C. for 5 minutes. The cooled reaction mixture was loaded onto a 70 g SCX-2 cartridge which was washed with methanol (200 mL) and then eluted with 2N ammonia in methanol (200 mL). Concentration of the combined basic fractions in vacuo afforded the title compound (978 mg, 93%) as a brown oil. LCMS (Method B): RT=1.84 min, M+H+=270.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216980B2
Source datasetuspto-grants-2015_12
ORD IDord-397ea370f54244a7a0c090408496f1e3
Source noteuspto-grants-2015_12