HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-chloro-1-[(3R)-3-fluoropyrrolidin-1-yl]ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Fluoropyrrolidine | HCID 2759163 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-chloro-1-[(3R)-3-fluoropyrrolidin-1-yl]ethanone | HCID 86717271 | 357.5% |
Reaction Steps
Chloroacetyl chloride (632 μL, 7.94 mmol) was added dropwise to a solution of (3R)-3-fluoropyrrolidine (1 g, 7.94 mmol) and triethylamine (2.2 mL, 15.9 mmol) in CH2Cl2 (20 mL) at 5° C. The reaction mixture was stirred at room temperature for 1 h. Water and CH2Cl2 were added. The layers were separated and the aqueous was extracted with CH2Cl2. The combined organics were dried (MgSO4), filtered and concentrated in vacuo, to yield 2-chloro-1-[(3R)-3-fluoropyrrolidin-1-yl]ethanone (4.7 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09227976B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-a795e7e56bf84d41923f2e3e209e8f2d |
| Source note | uspto-grants-2016_01 |