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ChemicalBook CAS DataBase List benzo[d]oxazole-6-carboxylic acid

benzo[d]oxazole-6-carboxylic acid synthesis

2synthesis methods
-

Yield: 89%

Reaction Conditions:

with trimethyl orthoformate

Steps:

1.A Method A.
Method A. Preparation of 1,3-benzoxazole-6-carboxylic Acid (Acid C1). A mixture of 4-amino-3-hydroxybenzoic acid (250 mg. 1.63 mmol) and trimethyl orthoformate (500 μL, 4.57 mmol) is heated in an oil bath at 100° C. for 2 h. The mixture is cooled to rt and diluted with MeOH. The resulting solution is filtered through a pad of Celite, and the filtrate is concentrated in vacuo to give Acid C1 as a brown solid (237 mg, 89%): 1H NMR (DMSO-d6) δ 13.2, 8.9, 8.3, 8.0, 7.9.

References:

Walker, Daniel Patrick;Wishka, Donn G.;Corbett, Jeffrey W.;Rauckhorst, Mark R.;Piotrowski, David W.;Groppi JR., Vincent E. US2003/73707, 2003, A1

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