Réaction #1154019

Équation de réaction

trifluoroacetic acid

1-[2-fluoro-5-bromobenzyloxy]-3-[1-(t-butoxycarbonyl)piperidin-3-yl]propane

→

1-[2-fluoro-5-bromobenzyloxy]-3-(piperidin-3-yl)propane

Solvants

methylene chloride

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGby stirring at ambient temperature for thirty minutes
2. 2
   AutreThe reaction mixture was partitioned between 1 M potassium carbonate and methylene chloride
3. 3
   ExtractionThe aqueous fraction was back extracted with methylene chloride
4. 4
   Séchagedried over sodium sulfate
5. 5
   AutreThe solvents were removed in vacuo
6. 6
   AutreThe desired title intermediate was further purified by liquid chromatography

Mode opératoire

In a 100 ml round bottom flask, 1-[2-fluoro-5-bromobenzyloxy]-3-[1-(t-butoxycarbonyl)piperidin-3-yl]propane (0.395 g) was dissolved in methylene chloride (4.2 ml). The solution was cooled to 0° C. and trifluoroacetic acid (0.8 ml) was slowly added dropwise. The resulting mixture was stirred at 0° C. for thirty minutes, followed by stirring at ambient temperature for thirty minutes. The progress of the reaction was monitored by thin layer chromatography. The reaction mixture was partitioned between 1 M potassium carbonate and methylene chloride. The aqueous fraction was back extracted with methylene chloride. The organic fractions were combined, and dried over sodium sulfate. The solvents were removed in vacuo. The desired title intermediate was further purified by liquid chromatography.

Source