HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (R)-2-(4-Benzyloxy-phenoxymethyl)-pyrrolidine hydrogen chloride salt
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | (R)-2-(4-Benzyloxy-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 68999348 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (R)-2-(4-Benzyloxy-phenoxymethyl)-pyrrolidine hydrogen chloride salt | HCID 69000219 | 90% |
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, J/=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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07402684B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-7c7de1f57ce245dc85786b0caa7d7d7b |
| Source note | uspto-grants-2008_07 |