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ChemicalBook CAS DataBase List 6-BROMO-2,3,4,9-TETRAHYDRO-1H-CARBAZOL-1-ONE

6-BROMO-2,3,4,9-TETRAHYDRO-1H-CARBAZOL-1-ONE synthesis

10synthesis methods
-

Yield:59514-18-0 74%

Reaction Conditions:

with hydrogenchloride in methanol;water;acetic acid at 20 - 60;

Steps:

1.A
4-bromophenylhydrazine hydrochloride in a solution of methanol (MeOH, 250 mL) is added to a solution of 1 ,2-cyclohexanedione (10.03 g, 89 mmol) in a mixture of AcOH (225 mL) and con. HCl (80 mL) at 6O0C over a period of 1.5 h. After the addition, the reaction mixture is stirred at room temperature overnight. The precipitated solid is filtered, washed with MeOH and dried. On evaporation, the filtrate yields a residue, which on washing with MeOH, gives additional product. The combined yield is 8.75 g (74%). ES-MS: 264.03 (MH)+

References:

PTC THERAPEUTICS, INC. WO2006/58088, 2006, A2 Location in patent:Page/Page column 54

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