反応 #2254209

反応方程式

sodium triacetoxyborohydride

2-[2,2-dimethyl-4-(4-methylphenyl)oxan-4-yl]acetaldehyde

3-methylbenzylamine

acetic acid

→

{2-[2,2-dimethyl-4-(4-methylphenyl)oxan-4-yl]ethyl}[(3-methylphenyl)methyl]amine

溶媒

CH2Cl2

反応条件

後処理

1. 1
   workup.STIRRINGThe resulting mixture was stirred at rt for 18 h
2. 2
   濃縮The mix was concentrated
3. 3
   workup.DISSOLUTIONdissolved in MeOH
4. 4
   その他purified by HPLC

実験手順

A mixture of 2-[2,2-dimethyl-4-(4-methylphenyl)oxan-4-yl]acetaldehyde (61.6 mg, 0.25 mmol), 3-methylbenzylamine (63 μl, 0.5 mmol) and acetic acid (50 μl, 8.6 mmol) in CH2Cl2 (3 ml) was stirred at rt for 1 h before it adding sodium triacetoxyborohydride (106 mg, 0.50 mmol). The resulting mixture was stirred at rt for 18 h. The mix was concentrated and dissolved in MeOH and purified by HPLC to give {2-[2,2-dimethyl-4-(4-methylphenyl)oxan-4-yl]ethyl}[(3-methylphenyl)methyl]amine as a white solid (35 mg, 40%, m/z: 352.3 [M+H]+ observed).

出典