ChemicalBook CAS DataBase List 3-METHYL-1,2-BENZISOXAZOLE

3-METHYL-1,2-BENZISOXAZOLE synthesis

13synthesis methods

Product Name:3-METHYL-1,2-BENZISOXAZOLE
CAS Number:4825-75-6
Molecular formula:C8H7NO
Molecular Weight:133.15

1196-29-8
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$130.00/1g

4825-75-6
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$65.00/500mg

Yield: 96%

Reaction Conditions:

with trifluoromethylsulfonic anhydride in dichloromethane at 20; for 5 h;Inert atmosphere;

Steps:

Typical Procedure for the Synthesis of 1,2-Benzisoxazole UsingTriflic Anhydride
General procedure: The desired 2-hydroxyaryl aldoxime or ketoxime (2.0 mmol) in 5 mL dry DCM was taken in an oven-dried round-bottom flask. To the reaction mixture was adde ddropwise triflic anhydride (2.0 mmol) in DCM under nitrogen for 15 min. The reaction mixture was stirred at rt and the progress of the reaction was monitored by TLC and GC-MS (Table 1). After completion of reaction, the contents were poured on tocrushed ice (100 mL), neutralized with 10% NaHCO3 solution (20 mL), and extracted with DCM (315 mL). The pure products were obtained by column chromatography with hexane-ethyl acetate mixture (80:20). All the 1,2-benzisoxazole derivatives were characterized by GC-MS, 1H and 13C NMR, and elemental analysis, and the results are compared with authentic samples.

References:

Kalkhambkar, Rajesh G.;Yuvaraj [Synthetic Communications,2014,vol. 44,# 4,p. 547 - 555] Location in patent:supporting information