[3-(Methylamino)phenyl]methanol synthesis
- Product Name:[3-(Methylamino)phenyl]methanol
- CAS Number:121562-78-5
- Molecular formula:C8H11NO
- Molecular Weight:137.18
![Formamide, N-[3-[(formyloxy)methyl]phenyl]-N-methyl-](/CAS/20210305/GIF/1051901-26-8.gif)
1051901-26-8
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121562-78-5
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Yield:121562-78-5 95%
Reaction Conditions:
with sodium hydroxide in methanol;water at 23 - 70; for 4 h;Inert atmosphere;
Steps:
81 (3-(Methylamino)phenyl)methanol
A solution of 3-(N-methylformamido)benzyl formate ( 1.76 g, 9.1 mmol ) in methanol ( 11 mL ) was treated at 23 0 C and under nitrogen with 5 N aqueous sodium hydroxide ( 8 mL, 40 mmol ) and the resulting mixture was heated to 70 0 C for 4 hours. The methanol was then evaporated under reduced pressure and the residue was diluted with saturated aqueous ammonium chloride ( 10 mL ). The aqueous phase was extracted three times with ether and the combined organic extract was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give a light brown oil. Distillation under vacuum ( bulb to bulb distillation, bp 75 - 85 0 C / 0.1 torr, air bath temperature ) gave 1.18 g ( 95 % yield ) of a clear oil. HPLC (Method A): 0.146 min. HRMS (ESI) calcd for C8H12NO [M+H]+ m/z 138.0913, found 138.088. 1H NMR (DMSO-d6, 400 MHz) δ ppm: 6.97 (t, J = 7.7 Hz, 1H), 6.46 (br. s, 1H), 6.43 (br. d, J = 7 Hz, 1H), 6.33 - 6.36 (m, 1H), 5.50 (br. s, 1H), 4.95 (t, J = 5.6 Hz, 1H), 4.33 (d, J = 5.6 Hz, 2H), 2.61 (s, 3H).
References:
WO2016/134450,2016,A1 Location in patent:Page/Page column 136-137-138
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121562-78-5
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![Formamide, N-[3-[(formyloxy)methyl]phenyl]-](/CAS/20210305/GIF/1051900-89-0.gif)
1051900-89-0
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121562-78-5
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121562-78-5
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