HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Chloroethyl chloroformate → 3-(3-Chloro-5-fluorophenyl)-3-methoxypyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Chloroethyl chloroformate | HCID 521305 | — |
| Reactant | 1-Benzyl-3-(3-chloro-5-fluorophenyl)-3-methoxypyrrolidine | HCID 67403407 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 3-(3-Chloro-5-fluorophenyl)-3-methoxypyrrolidine | HCID 46219223 | 27.7% |
Reaction Steps
Preparation according to Example 1: (+)-1-benzyl-3-(3-chloro-5-fluorophenyl)-3-methoxypyrrolidine (0.212 g, 0.66 mmol), 1,2-dichloroethane (20 ml), 1-chloroethyl chloroformate (0.38 g, 2.65 mmol). Purification by HPLC on waters OBD C18, 5 μm (MeOH/33 mM NH3, 20:80 to 50:50) gave the title compound 0.042 g (27%). [a]D=+2.7° (methanol). MS m/z (relative intensity, 70 eV) 229 (M+, 1), 214 (58), 199 (bp), 187 (75), 157 (37).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09035073B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-e8c53a868c4347f4b551cdb6c49ed3c2 |
| Source note | uspto-grants-2015_05 |