3-(BROMOMETHYL)-1,2-BENZISOXAZOLE synthesis
- Product Name:3-(BROMOMETHYL)-1,2-BENZISOXAZOLE
- CAS Number:37924-85-9
- Molecular formula:C8H6BrNO
- Molecular Weight:212.04
37924-67-7
37924-85-9
General procedure for the synthesis of 3-(bromomethyl)benzo[d]isoxazole from 2-(benzo[d]isoxazol-3-yl)-2-bromoacetic acid: 2-(benzo[d]isoxazol-3-yl)-2-bromoacetic acid (Ref. J. Med. Chem. 2003, 46, 5428-5436; Chem. Pharm. Bull. 1978, 26, 3498-3503) was slowly heated to 130 °C and stirred at this temperature for 30 min. A large amount of gas was observed to escape during the reaction. After completion of the reaction, the mixture was cooled to room temperature and filtered to obtain a brown crystalline product. Finally, the product was purified by column chromatography (eluent: hexane) to afford 3-(bromomethyl)benzo[d]isoxazole (2.3 g, 70% yield).
37924-67-7
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37924-85-9
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Yield:37924-85-9 76%
Reaction Conditions:
with sulfuric acid for 4 h;Reflux;
Steps:
6.1; 7.1; 8.1 (1) Preparation method of compound (Z-5) of formula (V) as starting material:
Compound Z-1 (1.42.0 g, 8.0 mmol) synthesized above was dissolved in 5 mL of glacial acetic acid, and bromine (0.45 mL, 8.8 mmol) was slowly added dropwise with stirring (dropwise time 30 min), and the reaction was carried out at room temperature for 6 h, the reaction solution was then poured into ice water (20 ml), stirred, the solid was precipitated, filtered, and the filter cake was dried to obtain light yellow solid Z-4 (1.74 g, yield 85%). Compound Z-4 (1.74 g, 6.8 mmol) was dissolved in 20% sulfuric acid (6 mL), refluxed under stirring for 4 h, then cooled to room temperature, filtered and steam distilled to obtain 1.28 g of white crystal Z-5, namely It is the compound of formula (V), the yield is 76%
References:
CN113651767,2021,A Location in patent:Paragraph 0038; 0041; 0044
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37924-85-9
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