cis-1,2-dimethyl-5-(4-methoxyphenyl)pyrrolidine

Base Information

• Chemical Name: cis-1,2-dimethyl-5-(4-methoxyphenyl)pyrrolidine
• CAS No.: 104886-48-8
• Molecular Formula: C₁₃H₁₉NO
• Molecular Weight: 205.3

Synonyms:

Chemical Property of cis-1,2-dimethyl-5-(4-methoxyphenyl)pyrrolidine

Chemical Property:

Purity/Quality:

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Technology Process of cis-1,2-dimethyl-5-(4-methoxyphenyl)pyrrolidine

There total 12 articles about cis-1,2-dimethyl-5-(4-methoxyphenyl)pyrrolidine 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:

lithium N-methyl-1-(4-methoxyphenyl)pent-4-enylamide (113580-00-0) → cis-1,2-dimethyl-5-(4-methoxyphenyl)pyrrolidine (104886-48-8,104886-51-3,113579-74-1)

Guidance literature:

With lithium perchlorate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -10 ℃; Yield given; anodic oxidation;

DOI:10.1016/S0040-4020(01)89956-7

Reference yield:

1-(4-methoxyphenyl)pent-4-en-1-one (26954-35-8) → cis-1,2-dimethyl-5-(4-methoxyphenyl)pyrrolidine (104886-48-8,104886-51-3,113579-74-1)

Guidance literature:

Multi-step reaction with 4 steps

1: magnesium sulfate / diethyl ether / 70 - 80 °C / autoclave

2: sodium borohydride (NaBH₄) / methanol / Ambient temperature

3: butyllithium / tetrahydrofuran / 0.5 h / -10 °C

4: 0.25M lithium perchlorate / tetrahydrofuran; hexamethylphosphoric acid triamide / -10 °C / anodic oxidation

With sodium tetrahydroborate; n-butyllithium; lithium perchlorate; magnesium sulfate; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether;

DOI:10.1016/S0040-4020(01)89956-7

Reference yield:

1-(4-methoxy-phenyl)-pent-4-en-1-ol (113579-77-4,128677-03-2) → cis-1,2-dimethyl-5-(4-methoxyphenyl)pyrrolidine (104886-48-8,104886-51-3,113579-74-1)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridinium chlorochromate (PCC) / CH₂Cl₂ / 3 h / Heating

2: magnesium sulfate / diethyl ether / 70 - 80 °C / autoclave

3: sodium borohydride (NaBH₄) / methanol / Ambient temperature

4: butyllithium / tetrahydrofuran / 0.5 h / -10 °C

5: 0.25M lithium perchlorate / tetrahydrofuran; hexamethylphosphoric acid triamide / -10 °C / anodic oxidation

With sodium tetrahydroborate; n-butyllithium; lithium perchlorate; magnesium sulfate; pyridinium chlorochromate; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane;

DOI:10.1016/S0040-4020(01)89956-7

upstream raw materials:

N-methyl-1-(4-methoxyphenyl)pent-4-enylamine

1-(4-methoxyphenyl)pent-4-en-1-one

1-(4-methoxy-phenyl)-pent-4-en-1-ol

[1-(4-Methoxy-phenyl)-pent-4-en-(Z)-ylidene]-methyl-amine

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