반응 #46761

반응 방정식

Mono-N-Boc-1,2-diaminoethane

1,4-dioxane

K2CO3

3-fluoro-4-nitrobenzoic acid

→

title compound

수율 84.0%

3-(2-tert-Butyoxycarbonylaminoethylamino)-4-nitrobenzoic acid methyl ester

수율 84.0%

용매

DMF

반응 조건

후처리

1. 1
   기타A 2 L flask equipped with a stir bar
2. 2
   농축The reaction mixture was concentrated
3. 3
   workup.DISSOLUTIONthe residue was dissolved in CH2Cl2 (400 mL)
4. 4
   기타The heterogeneous mixture was transferred to a separatory funnel
5. 5
   기타where the aqueous phase was separated
6. 6
   추출re-extracted with CH2Cl2 (2×100 mL)
7. 7
   세척washed with H2O (5×100 mL)
8. 8
   건조dried over Na2SO4
9. 9
   여과filtered
10. 10
    농축concentrated under reduced pressure

실험 절차

A 2 L flask equipped with a stir bar was charged with 1,4-dioxane (300 mL), DMF (40 mL), K2CO3 (10 g) and 3-fluoro-4-nitrobenzoic acid (9.7 g). Mono-N-Boc-1,2-diaminoethane (8.6 g) was added to the reaction mixture and stirred for 12 h at 60° C. The reaction mixture was concentrated and the residue was dissolved in CH2Cl2 (400 mL) and H2O (500 mL). The heterogeneous mixture was transferred to a separatory funnel where the aqueous phase was separated and re-extracted with CH2Cl2 (2×100 mL). The organic phases were combined and washed with H2O (5×100 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to provide the title compound as an orange solid (14 g, 84%).

출처