HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 3-(3,4-Difluorophenyl)-3-methoxypyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 1-Chloroethyl chloroformate | HCID 521305 | — |
| Reactant | 1-Benzyl-3-(3,4-difluorophenyl)-3-methoxypyrrolidine | HCID 67403232 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-(3,4-Difluorophenyl)-3-methoxypyrrolidine | HCID 46219221 | 97.6% |
Reaction Steps
Preparation according to Example 1. (−)-1-benzyl-3-(3,4-difluorophenyl)-3-methoxypyrrolidine (0.264 g, 0.87 mmol), 1,2-dichloroethane (20 ml), 1-chloroethyl chloroformate (0.49 g, 3.48 mmol) refluxed for 1 h, and methanol (20 ml) reflux 1 h Purification by HPLC on waters OBD C18, 5 μm (MeOH/33 mM NH3, 20:80 to 50:50) gave the title compound (0.181 g, 97%). [a]D=−6.1° (methanol). MS m/z (rel. intensity, 70 eV) 213 (M+, 1), 198 (51), 183 (88), 171 (bp), 141 (53).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09035073B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-758722f5b9c14e50b128b0aecd65d1cb |
| Source note | uspto-grants-2015_05 |