反応 #1144653

反応方程式

acetic acid

NaBH(OAc)3

2-bromo-5-methoxybenzaldehyde

3-aminopropanol

→

3-(((2-bromo-5-methoxyphenyl)methyl) amino)propan-1-ol

溶媒

dichloroethane

反応条件

後処理

1. 1
   その他The reaction mixture was quenched by careful addition of 2M Na2CO3 solution
2. 2
   workup.STIRRINGstirred 1 h
3. 3
   濃縮The mixture was concentrated in vacuo
4. 4
   workup.ADDITIONpoured into diethyl ether
5. 5
   その他The phases were separated
6. 6
   洗浄the organic phase washed with 1N HCl solution
7. 7
   洗浄The aqueous phase was then washed with diethyl ether
8. 8
   抽出The aqueous phase was extracted with diethyl ether
9. 9
   乾燥dried over Na2SO4
10. 10
    濃縮concentrated in vacuo

実験手順

To a stirred solution of 2-bromo-5-methoxybenzaldehyde (1 eq) in dichloroethane was added 3-aminopropanol (1.5 eq) followed by NaBH(OAc)3 (2 eq) and acetic acid (4 eq) and the resulting mixture was stirred at RT under nitrogen for 8 h. The reaction mixture was quenched by careful addition of 2M Na2CO3 solution and stirred 1 h. The mixture was concentrated in vacuo and poured into diethyl ether. The phases were separated and the organic phase washed with 1N HCl solution. The aqueous phase was then washed with diethyl ether and subsequently basified with 1N NaOH solution. The aqueous phase was extracted with diethyl ether, dried over Na2SO4 and concentrated in vacuo to give 3-(((2-bromo-5-methoxyphenyl)methyl) amino)propan-1-ol as a clear oil. EI-MS m/z 274, 276 (M+H)+

出典