Pyrrolidine, 2-[(4-methoxyphenyl)methyl]-1-methyl-

Base Information

• Chemical Name: Pyrrolidine, 2-[(4-methoxyphenyl)methyl]-1-methyl-
• CAS No.: 66162-78-5
• Molecular Formula: C13H19NO
• Molecular Weight: 205.3
• Mol file: 66162-78-5.mol

Synonyms:

Chemical Property of Pyrrolidine, 2-[(4-methoxyphenyl)methyl]-1-methyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Pyrrolidine, 2-[(4-methoxyphenyl)methyl]-1-methyl-

There total 5 articles about Pyrrolidine, 2-[(4-methoxyphenyl)methyl]-1-methyl- 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:

(4E)-5-(4-methoxyphenyl)pent-4-en-1-ol (105401-84-1,148020-19-3,76978-39-7) → 1-methyl-2-(4-methoxyphenyl)pyrrolidine (66162-78-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) -78 deg C, 15 min

2: 86 percent / Na(CN)BH₃ / ethanol

3: 1.) BuLi, HMPA, 2.) -e / 1.) THF, hexane, -78 deg C, 5 min, 2.) -10 deg C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; oxalyl dichloride; sodium cyanoborohydride; dimethyl sulfoxide; triethylamine; In ethanol;

DOI:10.1016/S0040-4020(01)86320-1

Reference yield:

(E)-5-(4-methoxyphenyl)pent-4-enal (76978-41-1) → 1-methyl-2-(4-methoxyphenyl)pyrrolidine (66162-78-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / Na(CN)BH₃ / ethanol

2: 1.) BuLi, HMPA, 2.) -e / 1.) THF, hexane, -78 deg C, 5 min, 2.) -10 deg C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; sodium cyanoborohydride; In ethanol;

DOI:10.1016/S0040-4020(01)86320-1

Reference yield:

1-O-(2-tetrahydropyranyl)-5-(4-methoxyphenyl)pent-4-en-1-ol → 1-methyl-2-(4-methoxyphenyl)pyrrolidine (66162-78-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 61 percent / p-toluenesulfonic acid / methanol / 0.5 h / Ambient temperature

2: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) -78 deg C, 15 min

3: 86 percent / Na(CN)BH₃ / ethanol

4: 1.) BuLi, HMPA, 2.) -e / 1.) THF, hexane, -78 deg C, 5 min, 2.) -10 deg C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; oxalyl dichloride; sodium cyanoborohydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In methanol; ethanol;

DOI:10.1016/S0040-4020(01)86320-1

upstream raw materials:

(E)-N-Methyl-5-(4-methoxyphenyl)pent-4-enylamine

(4E)-5-(4-methoxyphenyl)pent-4-en-1-ol

(E)-5-(4-methoxyphenyl)pent-4-enal

Downstream raw materials:

2-(4-hydroxybenzyl)-1-methylpyrrolidine