3-Hydroxy-N-methyl-3-phenyl-propylamine

Chemical Properties

Off-White Solid

Uses

3-Hydroxy-N-methyl-3-phenyl-propylamine is an aromatic amino alcohol used as an initiator in radical addition reactions with tetrahalomethanes.

Uses

α-[2-(Methylamino)ethyl]benzyl Alcohol (Fluoxetine EP Impurity A(Atomoxetine Related Compound A)) is an aromatic amino alcohol used as an initiator in radical addition reactions with tetrahalomethanes.This compound is found as an impurity in fluoxetine (F597100).

Synthesis

3-Hydroxy-N-methyl-3-phenyl-propylamine is one of important intermediate of preparation fluoxetine Hydrochloride. Up to now, the method for preparing N-methyl-3-phenyl-3-hydroxy-propylamine is mainly divided into three kinds; the first kind of be replace (halogen with 3-, dialkylamine, amido or ethoxycarbonyl) Propiophenone be starting raw material, earlier after reduction, the 1-phenylpropyl alcohol that 3-is replaced is converted into 3-Hydroxy-N-methyl-3-phenyl-propylamine again; Second kind and being: the different azoles alkane of 2-methyl-5-phenyl is carried out reductive ring open makes target compound; The third be: with getting the 1-phenylpropyl alcohol that 3-replaces behind epoxy styrene and the derivative reductive ring open thereof, be translated into target compound earlier.

References

[1] Patent: CN103992236, 2016, B. Location in patent: Paragraph 0051;0054; 0055
[2] Angewandte Chemie - International Edition, 2005, vol. 44, # 11, p. 1687 - 1689