HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → (S)-Phenyl(1-(3-chloro-2,6-difluorophenyl)-3-oxopropyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Chloro-2,6-difluorobenzaldehyde | HCID 736338 | — |
| Reactant | tert-Butylsulfinamide, (S)-(-)- | HCID 11355477 | — |
| Reactant | (NE,S)-N-[(3-chloro-2,6-difluorophenyl)methylidene]-2-methylpropane-2-sulfinamide | HCID 89405973 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-Phenyl(1-(3-chloro-2,6-difluorophenyl)-3-oxopropyl)carbamate | HCID 89408383 | 100% |
Reaction Steps
(S,E)-N-(3-Chloro-2,6-difluorobenzylidene)-2-methylpropane-2-sulfinamide: To a stirred suspension of 3-chloro-2,6-difluorobenzaldehyde (0.615g, 3.48 mmol) and Cs2CO3 (1.702 g, 5.23 mmol) in DCM (20 mL) was added a solution of (S)-2-methylpropane-2-sulfinamide (0.422 g, 3.48 mmol) in DCM (20 mL) dropwise for 10 min. The solution was then stirred at rt overnight. After overnight stirring, the reaction mixture was diluted with EtOAc and washed with brine (3×20 mL). The combined organic layers were dried over MgSO4 and concentrated in vacuo to give the desired product (0.98 g, 100%) as yellow oil. MS (ESI) m/z: 282.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09108981B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-519dce1acfab4bfeb53d8e82211be3f5 |
| Source note | uspto-grants-2015_08 |