Reacción #354952

Ecuación de reacción

lithium aluminum hydride

3-hydroxy-3-formamidomethyl-3,4-dihydro-2H-1,5-benzodioxepin

hydrochloric acid

lithium aluminum hydride

sodium hydroxide

3-hydroxy-3-methylaminomethyl-3,4-dihydro-2H-1,5-benzodioxepin hydrochloride

→

3-methylaminomethyl-3,4-dihydro-2H-1,5-benzodioxepin hydrochloride

Disolventes

ether

ether

ethanol

water

water

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe mixture then is refluxed for 2 hours
2. 2
   OtroThe white solid formed
3. 3
   Filtraciónis filtered
4. 4
   Secadothe filtrate dried over magnesium sulfate
5. 5
   OtroIt is stripped affording 3.8 g
6. 6
   Otroto give 3.7 g
7. 7
   Otrorecrystallizations from ethanol

Procedimiento

3-hydroxy-3-formamidomethyl-3,4-dihydro-2H-1,5-benzodioxepin (5.8 g.) in 200 ml. anhydrous ether is added to lithium aluminum hydride (2.0 g.) in 40 ml. of anhydrous ether dropwise in one hour. The mixture then is refluxed for 2 hours and the excess lithium aluminum hydride then decomposed with water (5.0 ml.) followed by 10% sodium hydroxide (3.6 ml.) followed by 6.0 ml. of water. The white solid formed is filtered and the filtrate dried over magnesium sulfate then over calcium sulfate. It is stripped affording 3.8 g. of oil. The oil is acidified with 11N hydrochloric acid in ethanol to give 3.7 g. of 3-hydroxy-3-methylaminomethyl-3,4-dihydro-2H-1,5-benzodioxepin hydrochloride, m.p. 189°-205°C. Following several recrystallizations from ethanol, the product melts at 217-219°C.

Fuente