Hydrochloric Acid → HCID 86745342, compound

Participants

Reaction Steps

A solution of 5-[(2-chloro-α,α,α,6-tetrafluoro-p-tolyl)oxy]-1-acetyl-2-indolinone (5.1 g, 12.7 mmol) in dimethylsulfoxide is treated with sodium hydride (1.12 g, 27.9 mmol) portionwise over a 30 minute period, treated dropwise with a solution of 1,2-dibromoethane (2.62 g, 14.0 mmol) in dimethylsulfoxide over a 1 hour period and stirred at room temperature until reaction is complete by thin layer chromatography. The reaction mixture is poured into a mixture of water and ether, treated with 10% HCl and separated. The organic phase is washed with water, dried (MgSO4) and concentrated in vacuo to give a residue. The residue is chromatographed on silica gel using 5-10% ethyl acetate in hexane to give the title product as a pale yellow solid, 1.1 g, (20%), mp 118.5°-121° C., identified by 1HNMR.

Provenance & Evidence