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HRID 17278作成日:2026年10月26日

Toluene → 7-Bromo-2-tert-butyl-5-methyl-6-(3-nitrophenyl)-1,3-benzoxazole-4-carbonitrile

https://huagongshe.com/reaction/17278

反応式

関与物質

役割名称HCID仕込み量
反応物TolueneHCID 1140—
反応物p-Toluenesulfonic acid monohydrateHCID 521998—
反応物N-(2-Bromo-5-cyano-3-hydroxy-6-methyl-3'-nitrobiphenyl-4-yl)-2,2-dimethylpropionamideHCID 86630803—
溶媒Ethyl AcetateHCID 8857—
生成物7-Bromo-2-tert-butyl-5-methyl-6-(3-nitrophenyl)-1,3-benzoxazole-4-carbonitrileHCID 6858512493%

反応手順

A mixture of N-(2-bromo-5-cyano-3-hydroxy-6-methyl-3′-nitrobiphenyl-4-yl)-2,2-dimethylpropionamide (I-15) (490 mg, 1.13 mmol), p-toluenesulfonic acid monohydrate (22 mg, 4.23 mmol) and toluene (50 ml) was heated under reflux for 3 hours. After cooling, the reaction liquid was diluted with ethyl acetate, successively washed with an aqueous saturated sodium hydrogencarbonate solution and saturated brine, dried on anhydrous magnesium sulfate, the solvent was evaporated away under reduced pressure to obtain a pale brown residue. The resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=5:1) to obtain the entitled compound (433 mg, 93%) as a pale yellow solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07737166B2
出典データセットuspto-grants-2010_06
ORD IDord-4c74bfd2a2ff4ef99580656dd3a2ae41
出典メモuspto-grants-2010_06