1,2-dimethyl-5-methoxycarbonyl-3-phenyl-1,2,5,6-tetrahydropyridinium oxalate

Base Information

• Chemical Name: 1,2-dimethyl-5-methoxycarbonyl-3-phenyl-1,2,5,6-tetrahydropyridinium oxalate
• CAS No.: 121743-41-7
• Molecular Formula: C₂H₂O₄*C₁₅H₁₉NO₂
• Molecular Weight: 335.357
• Mol file: 121743-41-7.mol

Synonyms:

Chemical Property of 1,2-dimethyl-5-methoxycarbonyl-3-phenyl-1,2,5,6-tetrahydropyridinium oxalate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2-dimethyl-5-methoxycarbonyl-3-phenyl-1,2,5,6-tetrahydropyridinium oxalate

There total 7 articles about 1,2-dimethyl-5-methoxycarbonyl-3-phenyl-1,2,5,6-tetrahydropyridinium oxalate 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: 71.0%

oxalic acid (144-62-7,97993-78-7) + 2-methoxycarbonyl-4-phenylhexa-2,4-dienylamine p-toluenesulphonate (121743-13-3) → 1,2-dimethyl-5-methoxycarbonyl-3-phenyl-1,2,5,6-tetrahydropyridinium oxalate (121743-41-7)

Guidance literature:

In ethanol;

DOI:10.1016/0040-4020(89)80052-3

Reference yield:

2-phenyl-2-butenal (4411-89-6,54075-10-4,54075-09-1) → 1,2-dimethyl-5-methoxycarbonyl-3-phenyl-1,2,5,6-tetrahydropyridinium oxalate (121743-41-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 2.) sodium borohydride / 1.) CCl₄, 78-80 deg C, 12 d, 2.) methanol, 10 min

2: 78 percent / trifluoroacetic acid

3: 1.) N-methylmorpholine, diphenylphosphinic chloride, 2.) tetramethylguanidinium azide / 1.) -23 deg C, CH₂Cl₂, 0,5 h, 2.) CH₂Cl₂, 0.5 h -> 0 deg C, 2 h

4: benzene / 1.7 h / 65 - 70 °C

5: 71 percent / diethyl ether / Ambient temperature

6: 71 percent / ethanol

With 4-methyl-morpholine; sodium tetrahydroborate; tetramethylguanidinum azide; trifluoroacetic acid; Diphenylphosphinic chloride; In diethyl ether; ethanol; benzene;

DOI:10.1016/0040-4020(89)80052-3

Reference yield:

phenylacetaldehyde (122-78-1) → 1,2-dimethyl-5-methoxycarbonyl-3-phenyl-1,2,5,6-tetrahydropyridinium oxalate (121743-41-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 41 percent / sodium acetate / ethanol; H₂O / 1 h, r.t., 4 h, reflux, cooled overnight

2: 2.) sodium borohydride / 1.) CCl₄, 78-80 deg C, 12 d, 2.) methanol, 10 min

3: 78 percent / trifluoroacetic acid

4: 1.) N-methylmorpholine, diphenylphosphinic chloride, 2.) tetramethylguanidinium azide / 1.) -23 deg C, CH₂Cl₂, 0,5 h, 2.) CH₂Cl₂, 0.5 h -> 0 deg C, 2 h

5: benzene / 1.7 h / 65 - 70 °C

6: 71 percent / diethyl ether / Ambient temperature

7: 71 percent / ethanol

With 4-methyl-morpholine; sodium tetrahydroborate; sodium acetate; tetramethylguanidinum azide; trifluoroacetic acid; Diphenylphosphinic chloride; In diethyl ether; ethanol; water; benzene;

DOI:10.1016/0040-4020(89)80052-3

upstream raw materials:

oxalic acid

2-methoxycarbonyl-4-phenylhexa-2,4-dienylamine p-toluenesulphonate

2-phenyl-2-butenal

phenylacetaldehyde