Extracurricular laboratory: Synthetic route of 3-(Methylamino)-1-phenylpropan-1-ol

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 42142-52-9, 3-(Methylamino)-1-phenylpropan-1-ol, other downstream synthetic routes, hurry up and to see.

Application of 42142-52-9 ,Some common heterocyclic compound, 42142-52-9, molecular formula is C10H15NO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

250 milliliters of N,N-dimethylacetamide was taken into round bottom flask to which 115.3 grams of potassium tertiary butoxide, 100 grams of N-Methyl-3-phenyl-3-(o-tolyloxy)propylamine and 100 grams of 2-fluorotoulene were added,followed by heating to 120 to 130C for about 12 to 14 hours. Solvent was distilled from the above reaction mass under vacuum below 118 to 122C, followed by the addition of 500 milliliters of methanol and 300 milliliters of a 45-50 percent by weight sodium hydroxide solution. The reaction mass was transferred into an autoclave and then heated to a temperature of 105 to 110C for about 6 to 7 hours. The solvent was totally distilled off under vacuum at a temperature below 80C, then 1 liter of demineralised water and 1 liter of toluene were added, followed by cooling to 0 to 5C and adjusting the pH to a value between 8 and 9 with dilute hydrochloric acid. The above reaction mass was stirred for about 15 to 30 minutes to separate the organic and aqueous layers and the aqueous layer was extracted with 400 milliliters of toluene followed by stirring for about 5 to 10 minutes. Organic and aqueous layers were separated and the combined organic layers were washed with 400 milliliters of dimineralised water. The organic layer was taken into a round bottom flask followed by complete distillation under vacuum below 80C and then cooled to 25 to 35C. 1.3 liters of acetone and 64.2 grams of oxalic acid were added to the round bottom flask followed by stirring for about 45 to 60 minutes. The solid mass that was obtained was filtered and washed with 520 milliliters of acetone, and then slurried in 700 milliliters of acetonitrile in a round bottom flask and stirred for about 30 to 45 minutes. The solid mass was isolated by filtration and washed with 200 milliliters of acetonitrile, followed by drying at 50 to 60C for 4 to 5 hours under vacuum to afford atomoxetine oxalate.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 42142-52-9, 3-(Methylamino)-1-phenylpropan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DR. REDDY’S LABORATORIES LTD.; DR. REDDY’S LABORATORIES, INC.; WO2006/9884; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts