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ChemicalBook CAS DataBase List 2-Methylbenzoxazole
95-21-6

2-Methylbenzoxazole synthesis

14synthesis methods
2-Methylbenzoxazole can be produced from ortho-Aminophenol plus Acetic anhydride by heating and distilling.
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Yield:95-21-6 88%

Reaction Conditions:

with Imidazole hydrochloride at 160; for 8 h;Schlenk technique;Green chemistry;Reagent/catalyst;Temperature;

Steps:

2.2 General procedure for the synthesis of benzoxazole derivatives (2a,2c, 2g and 2h ) and benzothiazole derivatives (4a-4d).
General procedure: A tube-type schlenk flask was charged with 1a (0.6g, 5.5 mmol, 1 equiv), imidazolium chloride (0.28g, 1.65 mmol, 0.5equiv) and N,N-dimethylacetamide 5ml was stirred at 160°C for 8h. When the reaction was completed. Water (15ml) and ethyl acetate (20ml) were added with stirring to the reaction mixture. The organic layer was extracted and dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The resulting residue was purified by column chromatography on silica gel using PE/EA as eluent togive the corresponding product 2a.

References:

Tian, Qingqiang;Luo, Wen;Gan, Zongjie;Li, Dan;Dai, Zeshu;Wang, Huajun;Wang, Xuetong;Yuan, Jianyong [Molecules,2019,vol. 24,# 1,art. no. 174] Location in patent:supporting information

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