HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → Benzyl 2-(4-(chlorocarbonyl)-3-fluorophenyl)pyrrolidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 4-(1-(Benzyloxycarbonyl)pyrrolidin-2-yl)-2-fluorobenzoic acid | HCID 66621304 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Benzyl 2-(4-(chlorocarbonyl)-3-fluorophenyl)pyrrolidine-1-carboxylate | HCID 86633086 | 100.1% |
Reaction Steps
To a stirred solution of 4-(1-(benzyloxycarbonyl)pyrrolidin-2-yl)-2-fluorobenzoic acid (8.4 g, 24.5 mmol) in anhydrous dichloromethane (300 mL) was added dropwise thionyl chloride (2.2 mL, 29.4 mmol) at 0° C. After the addition, the reaction mixture was stirred at room temperature overnight. The solvent was removed in vacuo to give benzyl 2-(4-(chlorocarbonyl)-3-fluorophenyl)pyrrolidine-1-carboxylate (8.87 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08088760B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-8f7b02b5e249469ead070e44813ebc81 |
| Source note | uspto-grants-2012_01 |