HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 117774427, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1-Pyrrolidinecarboxylic acid, 3-(difluoromethyl)-, 1,1-dimethylethyl ester, (3R)- | HCID 117774489 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 117774427 | HCID 117774427 | 96.9% |
Reaction Steps
(R)-tert-Butyl 3-(difluoromethyl)pyrrolidine-1-carboxylate (0.45 g, 2.03 mmol) in 1,4-dioxane (1 mL) was cooled to 15° C. in an ice bath. HCl (4M in 1,4-dioxane, 1.5 mL, 6.11 mmol) was then added and the resulting solution was stirred at room temperature overnight. The solvent was removed on a rotary evaporator and the residue was triturated with diethyl ether. Diethyl ether was removed under vacuum and solid was dried to afford 0.31 g of (R)-3-(difluoromethyl)pyrrolidine hydrochloride as a grey solid. 1H NMR (400 MHz, DMSO-d6) δ 9.57 (bs, 2H), 6.19 (td, 1H), 3.34 (m, 1H), 3.22-3.06 (m, 3H), 2.82 (m, 1H), 2.05 (m, 1H), 1.85 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193714B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-9fd162c4acfd45d0bb215bf9442d2f92 |
| Source note | uspto-grants-2015_11 |