반응 #1106677

반응 방정식

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

용매

THF

반응 조건

후처리

1. 1
   온도The reaction was heated
2. 2
   온도to reflux overnight
3. 3
   온도The reaction was cooled to room temperature
4. 4
   추출The solution was extracted with ethyl acetate (3×100 mL)
5. 5
   건조The combined organic solution was dried over MgSO4
6. 6
   농축The solution was concentrated under vacuum
7. 7
   기타purified by chromatography (2% to 8% methanol in dichloromethane)

실험 절차

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.

출처