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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1352181Generated: November 1, 2026

Hydrochloric Acid → N-benzyl-3-pyrrolidinol

https://huagongshe.com/reaction/1352181

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant1-Benzyl-3-pyrrolidinoneHCID 69890—
Reactant(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
ReactantNadhHCID 439153—
ProductN-benzyl-3-pyrrolidinolHCID 6988996%

Reaction Conditions

Temperature30 °C

Reaction Steps

The culture of the recombinant Escherichia coli HB101(pNTDRG1) as obtained in Example 8 was subjected to ultrasonic cell disruption using SONIFIRE 250 (product of BRANSON). To 20 ml of this cell disruption fluid, there were added 2 g of glucose, 1 mg of NAD and 1 g of N-benzyl-3-pyrrolidinone. This reaction mixture was stirred at 30° C. for 18 hours under a nitrogen atmosphere while adjusting the pH to 6.5 by adding 5 M hydrochloric acid and sodium hydroxide solution. After completion of the reaction, 2 ml of 5 M sodium hydroxide solution was added, and this reaction mixture was extracted with toluene. The solvent was then removed from the extract by an evaporator, and the extract was analyzed. Then, N-benzyl-3-pyrrolidinol was obtained in 96% yield. The N-benzyl-3-pyrrolidinol formed on that occasion was the R form with an optical purity of 99.9% ee.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07220564B2
Source datasetuspto-grants-2007_05
ORD IDord-c3a069c483254478bd52c2c0462b19b2
Source noteuspto-grants-2007_05