تفاعل #1106677

معادلة التفاعل

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

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction was heated
2. 2
   درجة الحرارةto reflux overnight
3. 3
   درجة الحرارةThe reaction was cooled to room temperature
4. 4
   استخلاصThe solution was extracted with ethyl acetate (3×100 mL)
5. 5
   تجفيفThe combined organic solution was dried over MgSO4
6. 6
   تركيزThe solution was concentrated under vacuum
7. 7
   أخرىpurified by chromatography (2% to 8% methanol in dichloromethane)

الإجراء التجريبي

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.

المصدر