3-ethoxycarbonyl-1,2,4a-trimethyl-5-oxo-4-phenyl-4,4a,5,9b-tetrahydroindeno<1,2-b>pyridine

Base Information

• Chemical Name: 3-ethoxycarbonyl-1,2,4a-trimethyl-5-oxo-4-phenyl-4,4a,5,9b-tetrahydroindeno<1,2-b>pyridine
• CAS No.: 137654-39-8
• Molecular Formula: C₂₄H₂₅NO₃
• Molecular Weight: 375.467

Synonyms:3-ethoxycarbonyl-1,2,4a-trimethyl-5-oxo-4-phenyl-4,4a,5,9b-tetrahydroindeno<1,2-b>pyridine

Chemical Property of 3-ethoxycarbonyl-1,2,4a-trimethyl-5-oxo-4-phenyl-4,4a,5,9b-tetrahydroindeno<1,2-b>pyridine

Chemical Property:

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Technology Process of 3-ethoxycarbonyl-1,2,4a-trimethyl-5-oxo-4-phenyl-4,4a,5,9b-tetrahydroindeno<1,2-b>pyridine

There total 2 articles about 3-ethoxycarbonyl-1,2,4a-trimethyl-5-oxo-4-phenyl-4,4a,5,9b-tetrahydroindeno<1,2-b>pyridine 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:

(4R,4aS)-2,4a-Dimethyl-5-oxo-4-phenyl-4a,5-dihydro-4H-indeno[1,2-b]pyridine-3-carboxylic acid ethyl ester (90787-08-9,94940-85-9) → 3-ethoxycarbonyl-1,2,4a-trimethyl-5-oxo-4-phenyl-4,4a,5,9b-tetrahydroindeno<1,2-b>pyridine (137654-39-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / Et₃SiH, TFA / 4 h

2: 1) KOH / 1) DMF, 40 min, 2a) 40 min, 2b) 1.5 h

With triethylsilane; potassium hydroxide; trifluoroacetic acid;

DOI:10.1016/S0040-4020(01)89744-1

Reference yield:

3-ethoxycarbonyl-2,4a-dimethyl-5-oxo-4-phenyl-1H-4,4a,5,9b-tetrahydroindeno<1,2-b>pyridine (94940-87-1,137764-90-0) + methyl iodide (74-88-4) → 3-ethoxycarbonyl-1,2,4a-trimethyl-5-oxo-4-phenyl-4,4a,5,9b-tetrahydroindeno<1,2-b>pyridine (137654-39-8)

Guidance literature:

With potassium hydroxide; Multistep reaction; 1) DMF, 40 min, 2a) 40 min, 2b) 1.5 h;

DOI:10.1016/S0040-4020(01)89744-1

Reference yield: 97.0%

3-ethoxycarbonyl-1,2,4a-trimethyl-5-oxo-4-phenyl-4,4a,5,9b-tetrahydroindeno<1,2-b>pyridine (137654-39-8) → 1,2,4a-trimethyl-5-oxo-4-phenyl-3H-4,4a,5,9b-tetrahydroindeno<1,2-b>pyridinium perchlorate

Guidance literature:

With perchloric acid; In ethanol; for 3h; Heating;

DOI:10.1016/S0040-4020(01)89744-1

upstream raw materials:

3-ethoxycarbonyl-2,4a-dimethyl-5-oxo-4-phenyl-1H-4,4a,5,9b-tetrahydroindeno<1,2-b>pyridine

methyl iodide

(4R,4aS)-2,4a-Dimethyl-5-oxo-4-phenyl-4a,5-dihydro-4H-indeno[1,2-b]pyridine-3-carboxylic acid ethyl ester

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