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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1295962Generated: October 25, 2026

Dichloromethane → 1-[5-Bromo-3-(tert-butyl)-2-methoxyphenyl]-4-piperidinol

https://huagongshe.com/reaction/1295962

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantEthyl AcetateHCID 8857—
ReactantSodium borohydrideHCID 4311764—
Reactant1-[5-Bromo-3-(tert-butyl)-2-methoxyphenyl]-4-piperidinoneHCID 58909945—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product1-[5-Bromo-3-(tert-butyl)-2-methoxyphenyl]-4-piperidinolHCID 5891001964.4%

Reaction Steps

NaBH4 (0.23 g, 6.1 mmol) was added to a mixed solution of. 1-[5-bromo-3-(tert-butyl)-2-methoxyphenyl]-4-piperidinone (2.0 g, 5.9 mmol) in methanol (12 ml)-methylene chloride (12 ml) while cooling on ice. After completion of the reaction, the mixture was diluted with water and extraction was performed with ethyl acetate. The extract was washed with brine and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (1.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07244730B2
Source datasetuspto-grants-2007_07
ORD IDord-90802c2995dd48948a7754c1b0d97167
Source noteuspto-grants-2007_07