ChemicalBook CAS DataBase List 6-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE

6-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE synthesis

7synthesis methods

Product Name:6-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE
CAS Number:147497-32-3
Molecular formula:C9H8BrNO
Molecular Weight:226.07

34598-49-7 Synthesis

34598-49-7
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6-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE

147497-32-3
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$14.00/100mg

Yield:147497-32-3 66%

Reaction Conditions:

with sodium azide;toluene-4-sulfonic acid in dichloromethane at -5 - 0;Inert atmosphere;

Steps:

1.I-1 1-1. 6- romo-3,4-dihydroisoqnmolm-l(2H)-one

00297] Under N₂ atmosphere, to a solution of 5-bromo-2,3-dihydro-lH-inden-l-one (10 g, 47.39 mmol) and methanes ulfonic acid (45.5 g, 473 93mmol) in DCM (75 mL) was added NaNi (6.2 g, 94.79 mmol) slowly in portions at ~5~0 °C with stirring. After the addition was completed, the mixture was kept at 0°C for 3 hours. The reaction mixture was adjusted to pH=10 with 20% NaOH aqueous solution and extracted with DCM. The combined organic layers w-ere -washed with water three times and then with brine, dried over MgSOy filtered and concentrated. The residue was purified by flash column chromatography (0% to 70% EtOAc in hexanes) to afford 6.9 g product in 66% yield. LCMS (ESI) m/z 226.08 [(M+H)⁺; calcd for CsHsBrNOL 226.07]

References:

WO2019/118728,2019,A1 Location in patent:Paragraph 00297

34598-49-7 Synthesis

34598-49-7
373 suppliers
$14.00/5g

147497-32-3
149 suppliers
$14.00/100mg