Reaktion #447163

Reaktionsgleichung

p-butylbenzoyl chloride

6-amino-1-hexanol

triethylamine

→

desired product

Ausbeute 85.4%

4-Butyl-N-(6-hydroxyhexyl)benzamide

Ausbeute 85.4%

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThen the mixture was washed in succession with water, saturated sodium carbonate, water, and finally brine
2. 2
   TrocknenThe organic layer was dried over anhydrous sodium sulfate
3. 3
   Sonstigeevaporated in vacuo
4. 4
   SonstigeThe residue was triturated
5. 5
   Filtrationfiltered
6. 6
   Waschenrinsed with cold hexane

Vorschrift

To a stirred solution of 23.5 g of 6-amino-1-hexanol and 30 g of triethylamine in 200 ml of dichloromethane, cooled in an ice bath, was added dropwise a solution of 43.3 g of p-butylbenzoyl chloride in 100 ml of dichloromethane. The mixture was allowed to stir at room temperature for 16 hours. Then the mixture was washed in succession with water, saturated sodium carbonate, water, and finally brine. The organic layer was dried over anhydrous sodium sulfate and evaporated in vacuo. The residue was triturated, filtered, and rinsed with cold hexane and gave 47.5 g of the desired product in 61% yield as a beige solid, m.p. 80°-81° C.

Quelle