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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2251905Generated: November 2, 2026

Potassium Carbonate → (S)-3-hydroxy-1-(3-pyrrolidinophenethyl)pyrrolidine

https://huagongshe.com/reaction/2251905

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(r)-5,11-Dihydro-5-[1-(3-pyrrolidinophenethyl)pyrrolidin-2-ylmethyl]dibenzo[b,e][1,4]oxazepineHCID 12990604—
Reactant(S)-3-Hydroxypyrrolidine hydrochlorideHCID 22309122—
SolventAcetonitrileHCID 6342—
Product(S)-3-hydroxy-1-(3-pyrrolidinophenethyl)pyrrolidineHCID 69199429—

Reaction Conditions

Temperature100 °C

Reaction Steps

3-Pyrrolidinophenethyl mesylate (1.80 g, 4.00 mmol) synthesized in Example 21, (S)-3-pyrrolidinol hydrochloride (0.50 g, 4.05 mmol) and potassium carbonate (1.70 g, 12.3 mmol) were added to acetonitrile (20 ml), and they were heated at 100° C. for 12 hours. Acetonitrile was evaporated under reduced pressure, and the residue was distributed into water and ethyl acetate. The intended product was extracted from the ethyl acetate layer with 1 M hydrochloric acid. The extract was neutralized and then the product was extracted with ethyl acetate. The organic layer was dried and the solvent was evaporated under reduced pressure to obtain (S)-3-hydroxy-1-(3-pyrrolidinophenethyl)pyrrolidine in the form of a light yellow solid (1.04 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07320973B2
Source datasetuspto-grants-2008_01
ORD IDord-7e676270ee5947caa3b5646c02022d38
Source noteuspto-grants-2008_01