反応 #1674728

反応方程式

hydrochloric acid

4-(methylthio)benzaldehyde

sodium cyanoborohydride

1,5,9-triazanonane

→

title compound

1,9-Bis[(4-methylmercaptophenyl)methyl]-1,5,9-triazanonane

溶媒

methanol

ethanol

methanol

反応条件

後処理

1. 1
   温度Maintain
2. 2
   その他Evaporate the solvent in vacuo
3. 3
   その他partition the residue between 1N sodium hydroxide (50 mL) and ethyl acetate (100 mL)
4. 4
   その他Separate the organic phase
5. 5
   乾燥dry (MgSO4)
6. 6
   その他evaporate the solvent in vacuo
7. 7
   その他purify by silica gel chromatography

実験手順

Dissolve 1,5,9-triazanonane (655 mg, 0.005 mol) in methanol (distilled from Mg) (50 mL) and add 4-(methylthio)benzaldehyde (1.52 g, 0.01 mol), sodium cyanoborohydride (0.62 g, 0.010 mol) and 1 drop of 1% bromocresol green in ethanol. Maintain the pH of the reaction with 1N hydrochloric acid in methanol until the indicator no longer changes. Evaporate the solvent in vacuo and partition the residue between 1N sodium hydroxide (50 mL) and ethyl acetate (100 mL). Separate the organic phase, dry (MgSO4) and evaporate the solvent in vacuo and purify by silica gel chromatography to give the title compound.

出典