6-bromoisoindolin-1-one synthesis
- Product Name:6-bromoisoindolin-1-one
- CAS Number:675109-26-9
- Molecular formula:C8H6BrNO
- Molecular Weight:212.04
79670-17-0
675109-26-9
The general procedure for the synthesis of 6-bromoisoindolin-1-one from 5-bromo-2-bromomethylbenzoic acid methyl ester was as follows: gentle bubbling of ammonia into a 1:1 THF/MeOH mixture of 5-bromo-2-bromomethylbenzoic acid methyl ester (1 eq.) was carried out for 40 min at room temperature. Upon completion of the reaction, the reaction mixture was concentrated under vacuum. The concentrated residue was sonicated in CH2Cl2 for 15 min followed by filtration to afford the target product 6-bromo-2,3-dihydro-isoindol-1-one as a white solid (98% yield, 90% purity). Product mass spectral data: m/z (LC-MS, ESP): 212.3/214.3 [M + H]+, retention time R/T = 2.98 min.
79669-50-4
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675109-26-9
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$11.00/250mg
Yield:675109-26-9 71%
Reaction Conditions:
with N-Bromosuccinimide;dibenzoyl peroxide in tetrachloromethane at 85; for 2 h;
Steps:
1251.2
Step 2 Compound 1251 B (1.219g, 5.32 mmol) was dissolved in CCI4 (30 mL). NBS (947 mg, 5.32 mmol) and benzoyl peroxide (66 mg, 0.27 mmol) was added. The solution was stirred at 850C for 2 hours. After cooling down, the solid was filtered and the organic layer was washed with water (10 mL). The organic layer was dried over Na2SO4, concentrated by rotary evaporator, dried under vacuum. The residue was then dissolved in NH3-MeOH (7N, 10 mL) and transferred into a 75 mL pressure bottle. The solution was stirred at 90 0C for over night. The product was purified by C18 chromatography (CH3CN/water: 5% to 90%, with addition of 0.1% HCO2H) to give compound 1251C (800mg, 71%).
References:
SCHERING CORPORATION WO2007/84451, 2007, A1 Location in patent:Page/Page column 160
79670-17-0
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$45.00/25mg
675109-26-9
142 suppliers
$11.00/250mg
480-91-1
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$21.00/500 mg
675109-26-9
142 suppliers
$11.00/250mg
79669-49-1
443 suppliers
$5.00/1g
675109-26-9
142 suppliers
$11.00/250mg
118-90-1
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$13.00/1g
675109-26-9
142 suppliers
$11.00/250mg