Reaktion #53843

Reaktionsgleichung

LAH

trans-4-tert-butoxycarbonylamino-cyclohexanecarboxylic acid methyl ester

water

→

trans-(4-Methylamino-cyclohexyl)-methanol

Ausbeute 100.9%

Lösungsmittel

THF

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction was heated for 15 h
2. 2
   Trocknendried over Na2SO4
3. 3
   Filtrationfiltered
4. 4
   Sonstigeevaporated
5. 5
   workup.DISSOLUTIONThe residue was dissolved in CH2Cl2
6. 6
   Trocknendried over Na2SO4
7. 7
   Filtrationfiltered
8. 8
   Sonstigeevaporated

Vorschrift

A solution of 1.52 g (40 mmol) LAH in 7 ml THF was refluxed and treated for 2.5 h with a solution of 5.15 g (20 mmol) of trans-4-tert-butoxycarbonylamino-cyclohexanecarboxylic acid methyl ester in 35 ml THF. The reaction was heated for 15 h, cooled (0° C.) and hydrolyzed with 10 ml water. The mixture was diluted with THF, dried over Na2SO4, filtered and evaporated. The residue was dissolved in CH2Cl2, dried over Na2SO4, filtered and evaporated to yield 2.89 g (100%) of trans-(4-Methylamino-cyclohexyl)-methanol, mp: 87-88° C.; MS: 143 (M).

Quelle