2-(3-bromo-2,2-dimethylpropyl)-1H-isoindole-1,3(2H)-dione
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2-(3-bromo-2,2-dimethylpropyl)-1H-isoindole-1,3(2H)-dione
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CAS No:
111992-61-1
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Formula:
C13H14BrNO2
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Chemical Name:
2-(3-bromo-2,2-dimethylpropyl)-1H-isoindole-1,3(2H)-dione
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Synonyms:
2-(3-Bromo-2,2-dimethylpropyl)isoindoline-1,3-dione;2-(3-bromo-2,2-dimethylpropyl)-1H-isoindole-1,3(2H)-dione;2-(3-bromo-2,2-dimethylpropyl)isoindole-1,3-dione;NSC25169;SCHEMBL2599276;CTK5I9581;DTXSID60282249;ALBB-010156;ZINC1620965;2124AA
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CAS No:
2-(3-bromo-2,2-dimethylpropyl)-1H-isoindole-1,3(2H)-dione Basic Attributes
296.15976
295.02100
25169
DTXSID60282249
2925190090
Safety Information
IRRITANT
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
2-(3-bromo-2,2-dimethylpropyl)-1H-isoindole-1,3(2H)-dione Use and Manufacturing
Step 2To a solution of 2, 3-dihydro-lH-isoindole-l , 3-dione (3.1 g, 21.07 mmol, 1.00 equiv), 3-bromo-2, 2-dimethyipropan-l -ol (3.4 g, 23.2 mmol, 1.10 equiv), triphenylphosphane (10.9 g, 41.56 mmol, 2.00 equiv) in THF (100 mL) was loaded diisopropyl azodicarhoxylate (8.3 g, 41.09 mmol, 2.00 equiv) dropwise at 0°C under nitrogen atmosphere. The resulting solution was stirred for 12 h at 25°C. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column eluting with ethyl acetate / petroleum ether (1 / 50). This resulted in 3.2 g (51 percent) of 2-(3-bromo-2, 2- dirnethylpropy.)-2, 3-dihydro- 1 H-isolndole- 1. 3-dione as a colorless oil, Step 2. To a solution of 2, 3-dihydro-1H-isoindole-1, 3-dione (3.1 g, 21.07 mmol, 1.00equiv), 3-bromo-2, 2-dimethylpropan-1-ol (3.4 g, 23.2 mmol, 1.10 equiv), triphenylphosphane (10.9 g, 41.56 mmol, 2.00 equiv) in THF (100 mL) was loaded diisopropyl azodicarboxylate (8.3 g, 41.09 mmol, 2.00 equiv) dropwise at 0 °C under nitrogen atmosphere. The resulting solution was stirred for 12 h at 25 °C. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column eluting withethyl acetate / petroleum ether (1/50). This resulted in 3.2 g (51percent) of 2-(3-bromo-2, 2-dimethylpropyl)-2, 3-dihydro-1H-isoindole-1, 3-dione as a colorless oil.Step 2 A solution of 2 (1.0 g, 4.4 mmol), potassium phthalimide (0.4 g, 2.2 mmol) in DMF (10 mL) was stirred at 90 °C for 10 h. The mixture was poured into H
2-(3-bromo-2,2-dimethylpropyl)-1H-isoindole-1,3(2H)-dione
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