反応 #486987

反応方程式

hydrochloric acid

dimethyl 5-(pyrrol-1-yl)isophthalate

methyl acetate

sodium methoxide

→

methyl 3-[3-methoxycarbonyl-5-(pyrrol-1-yl)phenyl]-3-oxopropionate

収率 8.9%

溶媒

water

N,N-dimethylformamide

反応条件

後処理

1. 1
   温度After being cooled to room temperature
2. 2
   その他The resulting precipitate was collected
3. 3
   洗浄washed with water
4. 4
   その他This crude product was purified by column chromatography on silica gel (150 ml) with benzene-ethyl acetate (30:1) as an eluent
5. 5
   workup.ADDITIONThe fractions containing the object product
6. 6
   その他were collected
7. 7
   その他evaporated in vacuo
8. 8
   その他The residue was recrystallized from methanol

実験手順

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).

出典