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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2075368Generated: November 1, 2026

Hydrochloric Acid → Rac-(cis)-3-phenylpyrrolidin-2-ylmethanol

https://huagongshe.com/reaction/2075368

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
ReactantRac-(cis)-tert-butyl-2-(hydroxymethyl)-3-phenylpyrrolidine-1-carboxylateHCID 68973925—
SolventMethanolHCID 887—
ProductRac-(cis)-3-phenylpyrrolidin-2-ylmethanolHCID 9800847956%

Reaction Steps

rac-(cis)-3-Phenylpyrrolidin-2-yl)methanol. To a stirred solution of rac-(cis)-tert-butyl-2-(hydroxymethyl)-3-phenylpyrrolidine-1-carboxylate, racemic (0.2133 g, 769 μmol) in THF (2.0 mL, 24409 μmol) was added hydrogen chloride (4.0 N solution in 1,4-dioxane) (1.9 mL, 7690 μmol) at room temperature. The resulting mixture was stirred at room temperature for 1 hour. The entire mixture was neutralized with SN NaOH and concentrated to give rac-(cis)-3-phenylpyrrolidin-2-ylmethanol (76 mg, 56% yield) as a white solid, which was pure enough to be used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919504B2
Source datasetuspto-grants-2011_04
ORD IDord-353d24fec09448a2be83a27412f29c6a
Source noteuspto-grants-2011_04