2-(o-anisyl)-2-(p-methoxybenzyl)-1,3,4-trimethyl-1,2,5,6-tetrahydropyridine

Base Information

• Chemical Name: 2-(o-anisyl)-2-(p-methoxybenzyl)-1,3,4-trimethyl-1,2,5,6-tetrahydropyridine
• CAS No.: 143950-92-9
• Molecular Formula: C₂₃H₂₉NO₂
• Molecular Weight: 351.489

Synonyms:2-(o-anisyl)-2-(p-methoxybenzyl)-1,3,4-trimethyl-1,2,5,6-tetrahydropyridine

Chemical Property of 2-(o-anisyl)-2-(p-methoxybenzyl)-1,3,4-trimethyl-1,2,5,6-tetrahydropyridine

Chemical Property:

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Technology Process of 2-(o-anisyl)-2-(p-methoxybenzyl)-1,3,4-trimethyl-1,2,5,6-tetrahydropyridine

There total 3 articles about 2-(o-anisyl)-2-(p-methoxybenzyl)-1,3,4-trimethyl-1,2,5,6-tetrahydropyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 47.0%

2-cyano-2-(p-methoxybenzyl)-1,3,4-trimethyl-1,2,5,6-tetrahydropyridine (116708-11-3) + 2-methoxyphenylmagnesium bromide (16750-63-3) → 2-(o-anisyl)-2-(p-methoxybenzyl)-1,3,4-trimethyl-1,2,5,6-tetrahydropyridine (143950-92-9)

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1016/0223-5234(92)90150-Y

Reference yield:

2-cyano-1,3,4-trimethyl-3-piperideine (73657-70-2) → 2-(o-anisyl)-2-(p-methoxybenzyl)-1,3,4-trimethyl-1,2,5,6-tetrahydropyridine (143950-92-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA / 1.) THF, -60 deg C, 15 min, 2.) THF, from -60 deg C to RT, 2 h

2: 47 percent / tetrahydrofuran / 1 h / 0 °C

With lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1016/0223-5234(92)90150-Y

Reference yield:

p-methoxybenzyl chloride (824-94-2) → 2-(o-anisyl)-2-(p-methoxybenzyl)-1,3,4-trimethyl-1,2,5,6-tetrahydropyridine (143950-92-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA / 1.) THF, -60 deg C, 15 min, 2.) THF, from -60 deg C to RT, 2 h

2: 47 percent / tetrahydrofuran / 1 h / 0 °C

With lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1016/0223-5234(92)90150-Y

upstream raw materials:

2-cyano-2-(p-methoxybenzyl)-1,3,4-trimethyl-1,2,5,6-tetrahydropyridine

2-methoxyphenylmagnesium bromide

2-cyano-1,3,4-trimethyl-3-piperideine

p-methoxybenzyl chloride

Downstream raw materials:

4-((1S,9S,13R)-9,12,13-Trimethyl-8-oxa-12-aza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-trien-1-ylmethyl)-phenol

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