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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1496684Generated: October 31, 2026

Tetrahydrofuran → 1-Benzyl-3-methylpyrrolidin-3-OL

https://huagongshe.com/reaction/1496684

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant1-Benzyl-3-pyrrolidoneHCID 79176—
ReactantHCID 178418573HCID 178418573—
Product1-Benzyl-3-methylpyrrolidin-3-OLHCID 1862964858.1%

Reaction Conditions

Temperature-20 °C

Reaction Steps

1-benzylpyrrolidone (1.1 g, 6.3 mmol) was dissolved in 4 mL THF under stirring at −20° C. The resulting solution was dropwisely added to a solution of methyl magnesium bromide (13.2 mL, 12.2 mmol) in THF. The stirring was continued for 3 hours. After the completion of reaction, the reaction solution was dropwisely added to an ice water. The resulting mixture was washed with a saturated aqueous NaCl solution, dried over Na2SO4, and purified by column chromatography (silica gel column, eluted with petroleum ether: ethyl acetate=20:1 (volumetric ratio)) to produce the product of 1-benzyl-3-methylpyrrolidinyl-3-ol (0.7 g) in a yield of 58.1%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09198902B2
Source datasetuspto-grants-2015_12
ORD IDord-10ce34f5a57644c6bb2be09881066810
Source noteuspto-grants-2015_12