Pyrrolidine → 6-Chloro-3-[5-chloro-2-(2,2,2-trifluoro-ethoxy)-benzylidene]-1,3-dihydro-indol-2-one

Participants

Role	Name	HCID	Charge
Reactant	Pyrrolidine	HCID 31268	—
Reactant	6-Chloro-1,3-dihydroindol-2-one	HCID 736344	—
Reactant	5-Chloro-2-(2,2,2-trifluoroethoxy)benzaldehyde	HCID 4770950	—
Solvent	Methanol	HCID 887	—
Product	6-Chloro-3-[5-chloro-2-(2,2,2-trifluoro-ethoxy)-benzylidene]-1,3-dihydro-indol-2-one	HCID 68960388	72%

Reaction Conditions

Temperature	70 °C

Reaction Steps

5-Chloro-2-(2,2,2-trifluoro-ethoxy)-benzaldehyde (4 g, 16 mmol) and 6-chlorooxindole (2.8 g, 16 mmol) were mixed in anhydrous methanol (20 mL). Then pyrrolidine (1.32 mL, 16 mmol) was added slowly at r.t. The mixture was heated to 70° C. for 3 h and cooled to room temperature. The precipitate was collected by filtration to give title compound as a yellow solid (Yield: 4.45 g, 72%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07495007B2
Source dataset	uspto-grants-2009_02
ORD ID	ord-ffc311f32b0c417d8a6fb93816b50742
Source note	uspto-grants-2009_02