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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909720Generated: October 30, 2026

Hydrochloric Acid → (R)-2-(4-Benzyloxy-phenoxymethyl)-pyrrolidine hydrogen chloride salt

https://huagongshe.com/reaction/1909720

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(R)-2-(4-Benzyloxy-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 68999348—
Solvent1,4-DioxaneHCID 31275—
Product(R)-2-(4-Benzyloxy-phenoxymethyl)-pyrrolidine hydrogen chloride saltHCID 6900021990%

Reaction Steps

To a 20 mL vial which contained a solution of the product from step 1 (40 mg, 0.1 mmol) in dioxane (0.5 mL) was added HCl (4 N in dioxane 2 mL) at 0° C. The mixture was allowed to warm to rt and stir at rt for 16 h. The solvent was removed and the crude was purified by recrystallization with MeOH-ether to yield the title product (27 mg, 90%); LCMS; 95% ESI+, Calcd: 238.4 m/z; Found: 284.4 (M+1) m/z; 1H NMR (400 MHz, DMSO-d6); δ 1.68-1.76 (m, 1H), 1.86-2.04 (m, 2H), 2.07-2.14 (m, 1H), 3.20 (br, 2H), 3.87 (br, 1H), 4.05 (dd, J1=10.4 Hz, J2=8.4 Hz, 1H), 4.18 (dd, J1=10.4 Hz, J2=3.6 Hz, 1H), 5.05 (s, 2H), 6.91-6.99 (m, 4H), 7.30-7.44 (m, 5H):

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598359B2
Source datasetuspto-grants-2013_12
ORD IDord-23054e4a8247490cbb835f3ed47824a5
Source noteuspto-grants-2013_12