反応 #65945

反応方程式

acetate

sodium

propanal

methanol

3-amino-8-fluoro-5-methoxychroman

→

3-Dipropylamino-8-fluoro-5-methoxychroman

溶媒

water

反応条件

後処理

1. 1
   その他In a round-bottom flask equipped with a magnetic stirrer
2. 2
   ろ過The solution was filtered through Celite
3. 3
   その他the solvent was evaporated
4. 4
   その他to leave a liquid residue which
5. 5
   抽出extracted with ether (2×100 mL)
6. 6
   乾燥The collected ether phases were dried (K2CO3)
7. 7
   ろ過filtered
8. 8
   濃縮concentrated in vacuo

実験手順

In a round-bottom flask equipped with a magnetic stirrer were placed the crude acetate of 3-amino-8-fluoro-5-methoxychroman (1.18 g; approx. 3.9 mmol) from above, dry methanol (10 mL), propanal (2.8 mL; 39 mmol), glacial acid (pH 3-4) and sodium boronhydride (0.25 g; 3.9 mmol) but with no molecular sieves. The reaction mixture was stirred under nitrogen at room temperature for 1 h. The solution was filtered through Celite and the solvent was evaporated to leave a liquid residue which was diluted with water (25 mL) and extracted with ether (2×100 mL) after adjusting pH to 10-11 with 5M sodium hydroxide. The collected ether phases were dried (K2CO3), filtered and concentrated in vacuo.

出典