[N:1]1([C:6]2[CH:7]=[C:8]([C:16]([O:18]C)=O)[CH:9]=[C:10]([CH:15]=2)[C:11]([O:13][CH3:14])=[O:12])[CH:5]=[CH:4][CH:3]=[CH:2]1.[C:20]([O:23][CH3:24])(=[O:22])[CH3:21].C[O-].[Na+].Cl>CN(C)C=O.O>[CH3:14][O:13][C:11]([C:10]1[CH:9]=[C:8]([C:16](=[O:18])[CH2:21][C:20]([O:23][CH3:24])=[O:22])[CH:7]=[C:6]([N:1]2[CH:2]=[CH:3][CH:4]=[CH:5]2)[CH:15]=1)=[O:12]
A mixture of dimethyl 5-(pyrrol-1-yl)isophthalate (3.0 g), methyl acetate (0.86 g) and sodium methoxide (0.81 g) in N,N-dimethylformamide (21 ml) was heated at 55° C. for 3 hours. After being cooled to room temperature, the reaction mixture was poured into water (100 ml) and the whole was adjusted to pH 3 with 10% hydrochloric acid. The resulting precipitate was collected and washed with water. This crude product was purified by column chromatography on silica gel (150 ml) with benzene-ethyl acetate (30:1) as an eluent. The fractions containing the object product were collected and evaporated in vacuo. The residue was recrystallized from methanol to afford methyl 3-[3-methoxycarbonyl-5-(pyrrol-1-yl)phenyl]-3-oxopropionate (0.31 g).
読み込み中…
