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ChemicalBook CAS DataBase List 5''-BROMOSPIRO[1,3-DIOXOLANE-2,3''-INDOL]-2''(1''H)-ONE
75822-54-7

5''-BROMOSPIRO[1,3-DIOXOLANE-2,3''-INDOL]-2''(1''H)-ONE synthesis

6synthesis methods
-

Yield:75822-54-7 99%

Reaction Conditions:

with toluene-4-sulfonic acid in toluene; for 5 h;Reflux;

Steps:

S'-bromospiroQl^dioxolane^S'-indolin^'-one (64).

To a solution of 5-bromoisatin (1 g, 4.42 mmol) in toluene (40 mL), ethylene glycol (4.9 mL, 84.48 mmol) and p-toluenesulphonic acid (38.1 mg, 0.22 mmol) were added. The reaction mixture was refluxed for 5 h and then evaporated to dryness. The residue was diluted with dichlomethane and washed with saturated sodium bicarbonate solution. The aqueous layer was extracted with dichloromethane three times. The combined organic extracts were dried over anhydrous sodium sulfate, filtered, and evaporated. The crude mixture was purified using column chromatography to yield 64. Yield: 99%. (C.H. Wang, A.R. White, S.N. Schwartz, S. Alluri, T.M. Cattabiani, L.K. Zhang, T.M. Chan, A.V. Buevich, A.K. Ganguly Tetrahedron 2012, 68, 9750-9762.)

References:

WO2014/85600,2014,A1 Location in patent:Paragraph 000163

5''-BROMOSPIRO[1,3-DIOXOLANE-2,3''-INDOL]-2''(1''H)-ONE Related Search:

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