반응 #56061

반응 방정식

5-(1-hydroxy-2-isopropylaminobutyl)-8-hydroxycarbostyril hydrochloride

cyclohexanecarboxylic acid chloride

→

5-(1-cyclohexylcarbonyloxy-2-isopropylaminobutyl)-8-cyclohexylcarbonyloxycarbostyril

수율 136.8%

용매

trifluoroacetic acid

반응 조건

후처리

1. 1
   온도while refluxing
2. 2
   농축The reaction mixture was concentrated
3. 3
   workup.ADDITIONdiethyl ether was added to the residue
4. 4
   기타to crystallize the product
5. 5
   기타The crystals thus obtained
6. 6
   기타were separated by filtration
7. 7
   세척washed with diethyl ether
8. 8
   추출The resulting crystals were extracted successively with a saturated aqueous solution of sodium bicarbonate and chloroform
9. 9
   세척the organic layer was washed with water
10. 10
    기타dried
11. 11
    농축concentrated to dryness
12. 12
    기타The resulting residue was crystallized from a mixture of diethyl ether and petroleum benzene

실험 절차

3.36 g of 5-(1-hydroxy-2-isopropylaminobutyl)-8-hydroxycarbostyril hydrochloride was dissolved in 20 ml of trifluoroacetic acid, and 8.8 g of cyclohexanecarboxylic acid chloride was added to the solution. The mixture was then heated at a temperature of 85° C. while refluxing. The reaction mixture was concentrated and diethyl ether was added to the residue to crystallize the product. The crystals thus obtained were separated by filtration and washed with diethyl ether. The resulting crystals were extracted successively with a saturated aqueous solution of sodium bicarbonate and chloroform, and the organic layer was washed with water, dried and concentrated to dryness. The resulting residue was crystallized from a mixture of diethyl ether and petroleum benzene to obtain 3.59 g of 5-(1-cyclohexylcarbonyloxy-2-isopropylaminobutyl)-8-cyclohexylcarbonyloxycarbostyril having a melting point of 162° to 163° C. (after recrystallization from chloroform-n-hexane).

출처