Reaktion #88574

Reaktionsgleichung

di-tert-butyl 4-ethylpiperidine-1,4-dicarboxylate

lithium tetrahydroaluminate

→

title compound

(4-ethyl-1-methylpiperidin-4-yl)methanol

Lösungsmittel

sodium hydroxide

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationfiltered over Whatman
2. 2
   Filtrationfilter paper
3. 3
   Waschenthe solids were washed with ethyl acetate (50 mL)
4. 4
   SonstigeThe combined filtrate was separated
5. 5
   Trocknenthe organic portion was dried over sodium sulfate
6. 6
   Filtrationfiltered
7. 7
   Einengenconcentrated in vacuo

Vorschrift

To a stirred suspension of di-tert-butyl 4-ethylpiperidine-1,4-dicarboxylate (1.1 g, 3.7 mmol) in tetrahydrofuran (13 mL) was added lithium tetrahydroaluminate (1.0N solution in tetrahydrofuran, 15 mL, 15 mmol), and the mixture was stirred at ambient temperature for 6 hours. The mixture was diluted with a 1N sodium hydroxide solution (5 mL), filtered over Whatman filter paper, and the solids were washed with ethyl acetate (50 mL). The combined filtrate was separated, and the organic portion was dried over sodium sulfate, filtered, and concentrated in vacuo to afford the title compound as a white solid, which was used in the next step without any further purification (506 mg, 57%).

Quelle