反応 #1106677

反応方程式

sodium hydroxide

Borane THF

3-Methylene-3,4-dihydro-2H-benzo[b][1,4]dioxepine

Aminosulfonic acid

→

((3,4-dihydro-2H-benzo[b][1,4]dioxepin-3-yl)methyl)amine

溶媒

THF

反応条件

後処理

1. 1
   温度The reaction was heated
2. 2
   温度to reflux overnight
3. 3
   温度The reaction was cooled to room temperature
4. 4
   抽出The solution was extracted with ethyl acetate (3×100 mL)
5. 5
   乾燥The combined organic solution was dried over MgSO4
6. 6
   濃縮The solution was concentrated under vacuum
7. 7
   その他purified by chromatography (2% to 8% methanol in dichloromethane)

実験手順

3-Methylene-3,4-dihydro-2H-benzo[b][1,4]dioxepine (5.00 g, 30.8 mmol) was dissolved in dry THF (100 mL). Borane-THF (1.0 M in THF, 10.3 mL) was added at 0° C. The reaction was stirred at RT for 5 hours. Aminosulfonic acid (6.97 g, 61.6 mmol) was added. The reaction was heated to reflux overnight. The reaction was cooled to room temperature and aqueous sodium hydroxide (3.0 M, 100 mL) was added. The solution was extracted with ethyl acetate (3×100 mL). The combined organic solution was dried over MgSO4. The solution was concentrated under vacuum and purified by chromatography (2% to 8% methanol in dichloromethane) to yield ((3,4-dihydro-2H-benzo[b][1,4]dioxepin-3-yl)methyl)amine as a colorless oil.

出典