2-(3-Nitro-benzylaMino)-ethanol synthesis
- Product Name:2-(3-Nitro-benzylaMino)-ethanol
- CAS Number:40172-07-4
- Molecular formula:C9H12N2O3
- Molecular Weight:196.2
Yield:40172-07-4 92%
Reaction Conditions:
Stage #1: 3-nitro-benzaldehyde;ethanolaminewith sodium tetrahydroborate in ethanol at 80;
Stage #2: with water in ethanol;
Steps:
117.a
Example 117 Production of N-(3-methanesulfonylaminobenzyl)-2-[3-(4-fluorobenzyl)-3,4-dihydroisoquinolin-2(1H)-yl]ethanamine a) Production of 2-(3-nitrobenzylamino)ethanol; [Show Image] 500 mg of 3-nitrobenzaldehyde and 202 mg of ethanol amine were dissolved in 10 mL of ethanol, followed by stirring at 80°C. To this was added 125 mg of sodium borohydride, followed by stirring for 3 hours. After completion of the reaction, water was added to the reaction liquid, followed by extraction with chloroform. The organic layer was then washed with an aqueous sodium bicarbonate solution and saturated brine, dried over anhydrous sodium sulfate and then concentrated under reduced pressure to obtain 594 mg (yield 92%) of a title compound as a yellow solidified product. 1H-NMR (CDCl3) δ: 2.83 (2H, t, J = 5.2 Hz), 3.72 (2H, t, J = 5.2 Hz), 3.95 (2H, s), 7.49-7.64 (2H, m), 8.08-8.18 (2H, m).
References:
EP2143714,2010,A1 Location in patent:Page/Page column 135-136
