Reaktion #82828

Reaktionsgleichung

water

4-(2-hydroxyethyl)piperidine

triethylamine

3-methoxybenzoyl chloride

→

2-[1-(3-methoxybenzoyl)piperidin-4-yl]ethanol

Lösungsmittel

methylene chloride

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ethyl acetate
2. 2
   WaschenThe extract was washed with water and brine
3. 3
   Trocknendried over magnesium sulfate
4. 4
   Sonstigeevaporated in vacuo
5. 5
   SonstigeThe residue was chromatographed on silica eluting with chloroform
6. 6
   workup.ADDITIONthe fractions containing the object product
7. 7
   Sonstigewere collected
8. 8
   Sonstigeevaporated

Vorschrift

To a mixture of 4-(2-hydroxyethyl)piperidine (5.0 g) and triethylamine (5.39 ml) in methylene chloride (50 ml) was added dropwise a solution of 3-methoxybenzoyl chloride (5.44 ml) in methylene chloride (15 ml) at 0° C. After stirring at ambient temperature for 1 hour, the mixture was poured into water and extracted with ethyl acetate. The extract was washed with water and brine, and dried over magnesium sulfate, and evaporated in vacuo. The residue was chromatographed on silica eluting with chloroform and the fractions containing the object product were collected and evaporated to give 2-[1-(3-methoxybenzoyl)piperidin-4-yl]ethanol (9.6 g) as an oil.

Quelle