HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 26192471, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 59371626 | HCID 59371626 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 26192471 | HCID 26192471 | 53.4% |
Reaction Steps
To a solution of tert-butyl 3(R)-[(3-phenylpropoxy)methyl]pyrrolidine-1-carboxylate (600 mg, 1.88 mmol) in CH2Cl2 (15 mL) was added a mixture of CF3COOH (4.62 g, 40.5 mmol, 21.6 equiv.) and water (0.3 mL) at 0° C. under N2. The solution was stirred overnight at room temperature. After concentration in vacuo, water was added, and the solution was washed with hexane. The water phase was basified with saturated aqueous NaHCO3 solution and extracted with EtOAc. The combined organic phases were dried and concentrated to obtain the product (220 mg, 53%) as a yellow oil. LC-MS (ESI) m/z 220 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08445684B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-7a66c2745ac341c687e0b17d4d44f895 |
| Source note | uspto-grants-2013_05 |