1-(2-CHLOROBENZYL)-1H-INDOLE-2,3-DIONE synthesis
- Product Name:1-(2-CHLOROBENZYL)-1H-INDOLE-2,3-DIONE
- CAS Number:306279-75-4
- Molecular formula:C15H10ClNO2
- Molecular Weight:271.7
91-56-5
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611-17-6
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306279-75-4
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$57.50/250mg
Yield:306279-75-4 73%
Reaction Conditions:
Stage #1: indole-2,3-dionewith sodium hydride in tetrahydrofuran;mineral oil at 0; for 2 h;
Stage #2: 1-bromomethyl-2-chlorobenzene in tetrahydrofuran;mineral oil at 20;
Steps:
3 1 -(2-Chlorobenzyl)indoline-2,3-dione
To a 0 °C suspension of sodium hydride 60% (1.6 g, 40.8 mmol) in dry THF was added, portion wise, indoline-2,3-dione (5.0 g, 34.0 mmol). After the addition was complete the mixture ^, was stirred 2 hour at 0 °C and then allowed warm to room temperature. The l-(bromomethyl)-2- chlorobenzene (6.9 g, 34.0 mmol) was then added portion wise and the resulting mixture was stirred overnight at room temperature. The mixture was quenched with 5 % citric acid and the layers were separated. The organic layer was washed with satd. aqueous brine (3 ) and dried with MgS04. The mixture was filtered and concentrated to provide a red solid which was triturated in Et20 and filtered. l-(2-Chlorobenzyl)indoline-2,3-dione was obtained (73 % yield) as a red solid. HPLC system A, 95% (tR = 7.2 min). ESI+MS m/z 272.0 (M+H +).
References:
WO2013/33392,2013,A1 Location in patent:Page/Page column 62-63
91-56-5
461 suppliers
$5.00/25g
611-19-8
442 suppliers
$7.00/25g
306279-75-4
21 suppliers
$57.50/250mg
95-49-8
339 suppliers
$10.00/5g
306279-75-4
21 suppliers
$57.50/250mg