反応 #51405

反応方程式

3-biphenylcarboxaldehyde

NH3 MeOH

→

3-(phenyl)benzyl amine

溶媒

methanol

反応条件

後処理

1. 1
   その他A yellow gum precipitated from solution
2. 2
   workup.DISSOLUTIONdissolved
3. 3
   濃縮The reaction mixture was then concentrated
4. 4
   workup.ADDITIONthe resulting residue diluted with ice water and ethyl acetate
5. 5
   洗浄The organic layer was then washed with brine
6. 6
   抽出extracted with 5N HCl
7. 7
   抽出the aqueous layer was extracted with cold ethyl acetate
8. 8
   乾燥The organic layer was dried over Na2SO4
9. 9
   ろ過filtered
10. 10
    濃縮concentrated

実験手順

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.

出典