반응 #446315

반응 방정식

Water

Butyllithium

1,2,3,4-tetra -hydro-9-acridinamine

octyl chloroformate

→

octyl (1,2,3,4-tetrahydro-9-acridinyl)carbamate

수율 56.3%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   기타at 0° C
2. 2
   기타the cooling bath removed
3. 3
   workup.STIRRINGthe solution stirred over the weekend
4. 4
   추출the mixture extracted with ethyl acetate
5. 5
   기타The ethyl acetate layer is separated
6. 6
   기타evaporated
7. 7
   기타to afford a yellow oil
8. 8
   세척Chromatography (elution with isopropanol-chloroform (5:95))

실험 절차

n Butyllithium, 0.033 mol, is added to a suspension of 6.5g (0.033 mol) of 1,2,3,4-tetra -hydro-9-acridinamine (Petrow, V., Journal of the Chemical Society, pages 634 to 637 (1947)) in 200 ml of tetrahydrofuran at 0° C. The mixture is stirred at 0° C. for 20 minutes, the cooling bath removed and 6.36 g (0.033 mol) of octyl chloroformate added and the solution stirred over the weekend. Water, 200 ml, is added and the mixture extracted with ethyl acetate. The ethyl acetate layer is separated and evaporated to afford a yellow oil. Chromatography (elution with isopropanol-chloroform (5:95)) affords 6.59 g of octyl (1,2,3,4-tetrahydro-9-acridinyl)carbamate, as a yelIow solid; mp 96-99° C.

출처