N-(4-methoxyphenyl)sulfonyl-3,3,6-trimethyl-1,2,3,6-tetrahydropyridine

Base Information

• Chemical Name: N-(4-methoxyphenyl)sulfonyl-3,3,6-trimethyl-1,2,3,6-tetrahydropyridine
• CAS No.: 1421441-01-1
• Molecular Formula: C₁₅H₂₁NO₃S
• Molecular Weight: 295.403
• Mol file: 1421441-01-1.mol

Synonyms:

Chemical Property of N-(4-methoxyphenyl)sulfonyl-3,3,6-trimethyl-1,2,3,6-tetrahydropyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-methoxyphenyl)sulfonyl-3,3,6-trimethyl-1,2,3,6-tetrahydropyridine

There total 4 articles about N-(4-methoxyphenyl)sulfonyl-3,3,6-trimethyl-1,2,3,6-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:

2,2-dimethyl-5-hexenenitrile (84173-95-5) → 1-[(4-methoxyphenyl)sulfonyl]-4,4-dimethyl-2-vinylpyrrolidine (1421441-00-0) + N-(4-methoxyphenyl)sulfonyl-3,3,6-trimethyl-1,2,3,6-tetrahydropyridine (1421441-01-1)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / diethyl ether / 21 h / 0 °C / Reflux

2: triethylamine / dichloromethane / 0 - 20 °C

3: copper(II) acetate monohydrate; [(MeCN)3RhCp*](SbF₆)2 / 1,2-dichloro-ethane / 16 h / Reflux

With lithium aluminium tetrahydride; [(MeCN)3RhCp*](SbF₆)2; copper(II) acetate monohydrate; triethylamine; In diethyl ether; dichloromethane; 1,2-dichloro-ethane;

DOI:10.1039/c2cc36067e

Reference yield:

6-bromo-2,2-dimethylhexanenitrile (53545-96-3) → 1-[(4-methoxyphenyl)sulfonyl]-4,4-dimethyl-2-vinylpyrrolidine (1421441-00-0) + N-(4-methoxyphenyl)sulfonyl-3,3,6-trimethyl-1,2,3,6-tetrahydropyridine (1421441-01-1)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium tert-butylate / tetrahydrofuran / 7 h / 0 - 20 °C

2: lithium aluminium tetrahydride / diethyl ether / 21 h / 0 °C / Reflux

3: triethylamine / dichloromethane / 0 - 20 °C

4: copper(II) acetate monohydrate; [(MeCN)3RhCp*](SbF₆)2 / 1,2-dichloro-ethane / 16 h / Reflux

With lithium aluminium tetrahydride; [(MeCN)3RhCp*](SbF₆)2; potassium tert-butylate; copper(II) acetate monohydrate; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 1,2-dichloro-ethane;

DOI:10.1039/c2cc36067e

Reference yield:

N-(2,2-dimethylhex-5-en-1-yl)-4-methoxybenzenesulfonamide (1404479-57-7) → 1-[(4-methoxyphenyl)sulfonyl]-4,4-dimethyl-2-vinylpyrrolidine (1421441-00-0) + N-(4-methoxyphenyl)sulfonyl-3,3,6-trimethyl-1,2,3,6-tetrahydropyridine (1421441-01-1)

Guidance literature:

With [(MeCN)3RhCp*](SbF₆)2; copper(II) acetate monohydrate; In 1,2-dichloro-ethane; for 16h; Overall yield = 61 %; Overall yield = 18.4 mg; Reflux;

DOI:10.1039/c2cc36067e

upstream raw materials:

2,2-dimethyl-5-hexenenitrile

6-bromo-2,2-dimethylhexanenitrile

2,2-dimethyl-1-amino-5-hexene

N-(2,2-dimethylhex-5-en-1-yl)-4-methoxybenzenesulfonamide