Sulfamic Acid → HCID 57443657, compound

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.

1. temperatureThe reaction was heated
2. temperatureto reflux overnight
3. temperatureThe reaction was cooled to room temperature
4. extractionThe solution was extracted with ethyl acetate (3×100 mL)
5. dry with materialThe combined organic solution was dried over MgSO4
6. concentrationThe solution was concentrated under vacuum
7. custompurified by chromatography (2% to 8% methanol in dichloromethane)

ORD record

ord-be7603f8430942a6a8f0159ff9d27237

Source dataset

uspto-grants-2013_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08497298B2