反応 #2254205

反応方程式

2-[4-(4-fluorophenyl)oxan-4-yl]ethan-1-amine

benzaldehyde

→

benzyl({2-[4-(4-fluorophenyl)oxan-4-yl]ethyl})amine

溶媒

CH2Cl2

反応条件

後処理

1. 1
   ろ過The reaction mixture was filtered
2. 2
   濃縮concentrated
3. 3
   workup.DISSOLUTIONThe residue was dissolved in 5 ml MeOH at 0° C.
4. 4
   workup.ADDITIONNaBH4 added in one portion (51 mg, 1.34 mmol)
5. 5
   workup.STIRRINGThe reaction was stirred at 0° C. for 1 h
6. 6
   その他The solution was then quenched with H2O (10 ml)
7. 7
   抽出extracted with CH2Cl2 (3×20 ml)
8. 8
   洗浄washed with brine (10 ml)
9. 9
   その他dried over NA2SO4
10. 10
    その他Purified by normal phase SiO2 chromatography (0 to 10% MeOH/CH2Cl2)

実験手順

To a solution of 2-[4-(4-fluorophenyl)oxan-4-yl]ethan-1-amine (250 mg, 1.12 mmol) in anhydrous CH2Cl2 (5 ml) and NA2SO4 (159 mg, 1.12 mmol) at rt was added benzaldehyde (0.17 ml, 1.68 mmol). The reaction was stirred overnight. The reaction mixture was filtered and concentrated. The residue was dissolved in 5 ml MeOH at 0° C. and NaBH4 added in one portion (51 mg, 1.34 mmol). The reaction was stirred at 0° C. for 1 h. The solution was then quenched with H2O (10 ml), extracted with CH2Cl2 (3×20 ml), washed with brine (10 ml) and dried over NA2SO4. Purified by normal phase SiO2 chromatography (0 to 10% MeOH/CH2Cl2) to give benzyl({2-[4-(4-fluorophenyl)oxan-4-yl]ethyl})amine as a colorless oil (200 mg, 60%, m/z: 314.2 [M+H]+ observed).

出典