反応 #3190
ord-83eb8c4f8a924307bcc393ec98b1dc0e
反応方程式
3,4-Diethylpyrrole
benzyl 5-(acetoxymethyl)-3-methyl-4-ethyl-pyrrole-2-carboxylate
p-toluenesulfonic acid
→
powder
収率 82.0%
2,5-Bis[[5-(benzyloxycarbonyl)-3-ethyl-4-methylpyrrol-2-yl]methyl]-3,4-diethylpyrrole
収率 82.0%
反応物
試薬
なし
溶媒
反応条件
温度
60°CELSIUS
詳細条件
See reaction.notes.procedure_details.
後処理
- 1workup.WAITplaced in the freezer for several hours
- 2ろ過The product was then collected by filtration
- 3洗浄washed with a small amount of cold ethanol
- 4その他recrystallized from dichloromethane-ethanol
実験手順
3,4-Diethylpyrrole (2A, FIG. 2)28 (0.6, 4.9 mmol), benzyl 5-(acetoxymethyl)-3-methyl-4-ethyl-pyrrole-2-carboxylate (2B, FIG. 2)29 (2.5 g, 7.9 mmol), and p-toluenesulfonic acid (0.15 g) were dissolved in 60 mL of absolute ethanol and heated at 60° C. for 8 h under nitrogen. The resulting suspension was reduced in volume to 30 mL and placed in the freezer for several hours. The product was then collected by filtration, washed with a small amount of cold ethanol, and recrystallized from dichloromethane-ethanol to afford a white powder (2.07 g, 82%): mp 211° C. NMR spectra and high resolution mass spectral data were obtained as described and are reported 13a.