ChemicalBook CAS DataBase List 6-BROMO-2',3',5',6'-TETRAHYDROSPIRO[INDOLINE-3,4'-PYRAN]-2-ONE

6-BROMO-2',3',5',6'-TETRAHYDROSPIRO[INDOLINE-3,4'-PYRAN]-2-ONE synthesis

8synthesis methods

Product Name:6-BROMO-2',3',5',6'-TETRAHYDROSPIRO[INDOLINE-3,4'-PYRAN]-2-ONE
CAS Number:1190861-43-8
Molecular formula:C12H12BrNO2
Molecular Weight:282.13

tert-butyl 6-bromo-2-oxo-2',3',5',6'-tetrahydrospiro[indoline-3,4'-pyran]-1-carboxylate

1190861-47-2
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6-BROMO-2',3',5',6'-TETRAHYDROSPIRO[INDOLINE-3,4'-PYRAN]-2-ONE

1190861-43-8
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$503.26/5MG

Yield:1190861-43-8 98%

Reaction Conditions:

with hydrogenchloride in 1,4-dioxane at 20; for 5 h;

Steps:

8.c

A mixture of tert-butyl 6-bromo-2-oxo-2',3',5',6'-tetrahydrospiro[indoline-3,4'-pyran]-1-carboxylate (preparation 8b, 4.20 g, 11.0 mmol) and a 5M solution of hydrogen chloride in 1,4-dioxane (25 mL) was stirred at room temperature. After 5 hours, the mixture was concentrated in vacuo to give the title compound (3.20 g, 98%) as a pale pink solid. LRMS (m/z): 278/280 (M-1)⁺. ¹H-NMR δ (DMSO-d₆): 1.71 (m, 4H), 3.81 (m, 2H), 4.01 (m, 2H), 6.98 (d, J=1.65 Hz, 1H), 7.14 (dd, J=7.97 Hz, J=1.65 Hz, 1H), 7.47 (d, J=7.97 Hz, 1H), 10.55 (s, NH).

References:

EP2108641,2009,A1 Location in patent:Page/Page column 32-33