Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 516208Generated: October 26, 2026

Ethyl Acetate → (S)-Phenyl(1-(3-chloro-2,6-difluorophenyl)-3-oxopropyl)carbamate

https://huagongshe.com/reaction/516208

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCesium carbonateHCID 10796—
Reactant3-Chloro-2,6-difluorobenzaldehydeHCID 736338—
Reactanttert-Butylsulfinamide, (S)-(-)-HCID 11355477—
Reactant(NE,S)-N-[(3-chloro-2,6-difluorophenyl)methylidene]-2-methylpropane-2-sulfinamideHCID 89405973—
SolventDichloromethaneHCID 6344—
Product(S)-Phenyl(1-(3-chloro-2,6-difluorophenyl)-3-oxopropyl)carbamateHCID 89408383100%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108981B2
Source datasetuspto-grants-2015_08
ORD IDord-519dce1acfab4bfeb53d8e82211be3f5
Source noteuspto-grants-2015_08