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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1376560Generated: October 26, 2026

Isopropanol → trans-1-Benzyl-3-hydroxymethyl-4-(2-methoxyphenyl)pyrrolidine

https://huagongshe.com/reaction/1376560

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
ReactantSodium ChlorideHCID 5234—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantMethyl [trans-1-benzyl-4-(2-methoxyphenyl)pyrrolidin-3-yl]carboxylateHCID 67661645—
SolventTetrahydrofuranHCID 8028—
Producttrans-1-Benzyl-3-hydroxymethyl-4-(2-methoxyphenyl)pyrrolidineHCID 70344956—

Reaction Conditions

Temperature5 °C

Reaction Steps

To 560 mmol of lithium aluminum hydride in 800 ml of tetrahydrofuran (THF), under a nitrogen atmosphere and at 5° C., are added 225 mmol of methyl [trans-1-benzyl-4-(2-methoxyphenyl)pyrrolidin-3-yl]carboxylate (described in Preparation A) dissolved in 500 ml of THF. After stirring for 1 hour at 5° C., 139 ml of isopropyl alcohol are added slowly to the above mixture, followed by 85.2 ml of saturated sodium chloride solution. The mixture is stirred slowly at room temperature. After filtration and evaporation of the solvents, the expected product is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05663191
Source datasetuspto-grants-1997_09
ORD IDord-6d0b8a9187c24603abbf36e2c6fece5c
Source noteuspto-grants-1997_09