반응 #2254205

반응 방정식

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

benzaldehyde

→

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

용매

CH2Cl2

반응 조건

후처리

1. 1
   여과The reaction mixture was filtered
2. 2
   농축concentrated
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
   기타The solution was then quenched with H2O (10 ml)
7. 7
   추출extracted with CH2Cl2 (3×20 ml)
8. 8
   세척washed with brine (10 ml)
9. 9
   기타dried over NA2SO4
10. 10
    기타Purified by normal phase SiO2 chromatography (0 to 10% MeOH/CH2Cl2)

실험 절차

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).

출처