Réaction #10516

Équation de réaction

potassium bicarbonate

1d

di-tert-butyl (2S ,5S)-5-ethoxycarbonylmethylpyrrolidine-1,2-dicarboxylate

lithium borohydride

→

di-tert-butyl (2S,5S)-5-hydroxyethylpyrrolidine-1,2-dicarboxylate

Solvants

diethyl ether

diethyl ether

Conditions de réaction

Traitement

1. 1
   AutreThe phases were separated
2. 2
   Lavagethe organic phase was washed with 250 ml of a saturated sodium chloride solution
3. 3
   SéchageThe organic phase was dried with sodium sulfate
4. 4
   Autrethe solvent was removed in vacuo
5. 5
   AutreThe residue was chromatographed on silica gel

Mode opératoire

43 g of the product from 1d were dissolved in 300 ml of diethyl ether. A solution of 3.1 g of lithium borohydride in 300 ml of diethyl ether was added dropwise thereto. The mixture was stirred for 6 h and the reaction was stopped by cautious addition of 300 ml of a saturated potassium bicarbonate solution. The phases were separated and the organic phase was washed with 250 ml of a saturated sodium chloride solution. The organic phase was dried with sodium sulfate, and the solvent was removed in vacuo. The residue was chromatographed on silica gel.

Source