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ChemicalBook CAS DataBase List 5-amino-6-bromo-2,3-dihydro-1H-inden-1-one

5-amino-6-bromo-2,3-dihydro-1H-inden-1-one synthesis

4synthesis methods
-

Yield:158205-19-7 98%

Reaction Conditions:

with hydrogenchloride in water at 100; for 1 h;Inert atmosphere;

Steps:

499.D Step D: 5-Amino-6-bromo-indan-1-one
A mixture of N-(6-bromo-1-oxo-indan-5-yl)acetamide (13.1 g, 48.9 mmol) and 6 M aqueous hydrochloric acid (260 ml, 1.560 mol) was stirred at 100 oC for 1 h under nitrogen. The solution was cooled to 0 oC and adjusted to pH = 8 with 10 M aqueous sodium hydroxide solution. The precipitate formed was collected, washed with water, and dried under vacuum to afford 5-amino- 6-bromo-indan-1-one (10.8 g, 98%) as a light brown powder. 1H NMR (400 MHz, CDCl3) δ 7.86 (s, 1H), 6.74 (s, 1H), 4.68 (s, 2H), 2.98 (t, J = 6.0 Hz, 2H), 2.64 (t, J = 6.0 Hz, 2H).

References:

F. HOFFMANN-LA ROCHE AG;GENENTECH, INC.;BRYAN, Marian, C.;GOBBI, Alberto;KIEFER, James, Richard, Jr.;KOLESNIKOV, Aleksandr;OLIVERO, Alan, G.;DROBNICK, Joy;LIANG, Jun;RAJAPAKSA, Naomi WO2017/108723, 2017, A2 Location in patent:Page/Page column 749

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