반응 #51405

반응 방정식

3-biphenylcarboxaldehyde

NH3 MeOH

→

3-(phenyl)benzyl amine

용매

methanol

반응 조건

후처리

1. 1
   기타A yellow gum precipitated from solution
2. 2
   workup.DISSOLUTIONdissolved
3. 3
   농축The reaction mixture was then concentrated
4. 4
   workup.ADDITIONthe resulting residue diluted with ice water and ethyl acetate
5. 5
   세척The organic layer was then washed with brine
6. 6
   추출extracted with 5N HCl
7. 7
   추출the aqueous layer was extracted with cold ethyl acetate
8. 8
   건조The organic layer was dried over Na2SO4
9. 9
   여과filtered
10. 10
    농축concentrated

실험 절차

To a solution of 3-biphenylcarboxaldehyde (0.011 eq.) in 30 mL of methanol was added 10 eq. of 7N NH3/MeOH and NaCNBH4 (2 eq.). A yellow gum precipitated from solution. The solution was then heated at 60° C. until gum dissolved and the solution was stirred at room temperature overnight. The reaction mixture was then concentrated and the resulting residue diluted with ice water and ethyl acetate. The organic layer was then washed with brine and extracted with 5N HCl. The pH of the aqueous layer was then adjusted to 12 and the aqueous layer was extracted with cold ethyl acetate. The organic layer was dried over Na2SO4, filtered and concentrated to give 3-(phenyl)benzyl amine as an oil.

출처