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ChemicalBook CAS DataBase List 5'-Fluorospiro[cyclopropane-1,3'-indolin]-2'-one
769965-95-9

5'-Fluorospiro[cyclopropane-1,3'-indolin]-2'-one synthesis

5synthesis methods
-

Yield:769965-95-9 96%

Reaction Conditions:

with trifluoroacetic acid at 60;

Steps:

7.D

A solution of 5-fluoro-1-(4-methoxy-benzyl)-siprocyclopropyloxindole (3. 38 g, 11.4 mmol) in TFA (20 mL) was stirred at 60 °C overnight. The solvent was then removed and the reaction was diluted with ethyl acetate and washed with saturated aqueous NaHCO3 until the washings were neutral. The organic phase was then washe with brine, dried over Na2S04 and the solvent was removed. The residue was purified by silica gel chromatography using a gradient of 0-100% ethyl acetate in hexane to afford 1.94 g (96%) of 5-fluoro-siprocyclopropyloxindole ; 1H NMR (MeOD, 400 MHz) os 1. 76-1.86 (m, 4H), 6.91- 6.94 (m, 1H), 7.07-7. 11 (m, 2H); HPLC-MS calcd. for CloHsFNO (M +H 178.2, found 178.3.

References:

WO2005/34848,2005,A2 Location in patent:Page/Page column 44-45