Methyl 2-(2-benzyloxyphenyl)-5-nitrobenzoate → 8-Aminobenzo[c]chromen-6-one

反応式

C(O[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[CH:24]=[CH:23][C:22]([N+:25]([O-])=O)=[CH:21][C:16]=1[C:17]([O:19]C)=[O:18])C1C=CC=CC=1>CO.O1CCCC1.[Pd]>[NH2:25][C:22]1[CH:23]=[CH:24][C:15]2[C:10]3[C:9](=[CH:14][CH:13]=[CH:12][CH:11]=3)[O:19][C:17](=[O:18])[C:16]=2[CH:21]=1

参加物

実験手順

Methyl 2-(2-benzyloxyphenyl)-5-nitrobenzoate (Reference Compound No. 1-1-(1), 21.0 g, 57.8 mmol) was dissolved in a mixture of methanol (135 mL) and tetrahydrofuran (90 mL), then 5% palladium on charcoal (2.19 g) was added thereto, and then the reaction mixture was stirred under hydrogen atmosphere at room temperature overnight. After the unsoluble materials were filtered, the filtrate was removed under reduced pressure. A mixture of ethyl acetate and hexane was added to the obtained residue, and then the mixture was filtered to give the titled reference compound (8.92 g) as a pale yellow solid. (Yield 73%)