N-(4-Bromobutyl)phthalimide synthesis
- Product Name:N-(4-Bromobutyl)phthalimide
- CAS Number:5394-18-3
- Molecular formula:C12H12BrNO2
- Molecular Weight:282.13
110-52-1
136918-14-4
5394-18-3
General procedure for the synthesis of N-(4-bromobutyl)phthalimide from 1,4-dibromobutane and 3-hydroxy-1H-isoindol-1-one: phthalimide (148 mg, 1 mmol), 1,4-dibromobutane (1.080 g, 5 mmol) and potassium carbonate (276 mg, 2 mmol) were added to acetone (3 mL) and the reaction mixture was refluxed for 2 hours. After completion of the reaction, it was cooled to room temperature and the reaction mixture was purified by column chromatography using petroleum ether: acetone (40:1) as eluent to afford N-(4-bromobutyl)phthalimide (260 mg, 92% yield) as a white solid.
Yield:5394-18-3 92.4%
Reaction Conditions:
in N,N-dimethyl-formamide; pH=10 at 20; for 26 h;
Steps:
1.4 preparation of intermediate 4
The phthalimide potassium salt (2.0g, 10 . 7mmol) with 1, 4 - dibromo butane (2.8g, 12 . 9mmol) dissolved in 25 ml dry N,N-dimethylformamide in, for pH 10, room temperature stirring 26h. Dichloromethane is used for extraction three times (100 ml × 3), washed with distilled water, combined with the organic layer, drying by anhydrous magnesium sulphate, concentrated, dichloromethane/distilled water recrystallization, filtering, drying to obtain the white solid, yield of 92.4%.
References:
Shandong University;Du Lvpei;Li Minyong;Wang Beilei CN104910894, 2017, B Location in patent:Paragraph 0032; 0034; 0042; 0043
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