Reaktion #441646

Reaktionsgleichung

[1-tert-butoxycarbonyl-(2S)-octahydroindolyl]carboxylic acid

BH3.THF

→

[1-tert-butoxycarbonyl-(2S)-octahydroindolyl]methanol

Ausbeute 100.2%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe reaction mixture was heated
2. 2
   Temperaturunder reflux for 1.5 hr
3. 3
   TemperaturAfter cooled
4. 4
   Einengenthe mixture was concentrated in vacuo
5. 5
   workup.ADDITIONWater was added
6. 6
   Extraktionat 0° C., and extracted with EtOAc
7. 7
   WaschenThe extract was washed with water
8. 8
   Trocknendried over Na2SO4
9. 9
   Einengenconcentrated in vacuo

Vorschrift

To a stirred solution of [1-tert-butoxycarbonyl-(2S)-octahydroindolyl]carboxylic acid (1.0 g, 3.7 mmol) in THF (10.0 ml) was added BH3.THF (1.0 M in THF, 8.0 ml) at 0° C. After stirred at room temperature for 1.0 h, the reaction mixture was heated under reflux for 1.5 hr. After cooled, the mixture was concentrated in vacuo. Water was added thereto at 0° C., and extracted with EtOAc. The extract was washed with water, then dried over Na2SO4, and concentrated in vacuo to give [1-tert-butoxycarbonyl-(2S)-octahydroindolyl]methanol (947 mg, quant) as a a colorless oil.

Quelle