2H-Indol-2-one, 1,3-dihydro-3-methyl-3-(2-propenyl)-

Base Information

• Chemical Name: 2H-Indol-2-one, 1,3-dihydro-3-methyl-3-(2-propenyl)-
• CAS No.: 40863-25-0
• Molecular Formula: C12H13NO
• Molecular Weight: 187.241
• Mol file: 40863-25-0.mol

Synonyms:

Chemical Property of 2H-Indol-2-one, 1,3-dihydro-3-methyl-3-(2-propenyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2H-Indol-2-one, 1,3-dihydro-3-methyl-3-(2-propenyl)-

There total 1 articles about 2H-Indol-2-one, 1,3-dihydro-3-methyl-3-(2-propenyl)- 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: 47.0%

3-Methylindole (83-34-1) + allyl alcohol (107-18-6) → 3-allyl-3-methylindolin-2-one (40863-25-0)

Guidance literature:

3-Methylindole; With N,N'-dimethylpiperazine; N-chloro-succinimide; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;

allyl alcohol; With trichloroacetic acid; In dichloromethane; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jo501651z

Reference yield:

3-allyl-3-methylindolin-2-one (40863-25-0) → (±)-5-methoxy-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo-[2,3-b]indole (2731-01-3,65131-82-0,65166-97-4,104069-12-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 °C / Inert atmosphere; Schlenk technique

2.1: 1,4-diaza-bicyclo[2.2.2]octane; sodium periodate; osmium(VIII) oxide / 1,4-dioxane; water / 0.25 h / 20 °C / Inert atmosphere

3.1: triethylamine / Inert atmosphere

3.2: Inert atmosphere

4.1: hydrogen bromide / dimethyl sulfoxide / 0.75 h / 80 °C / Inert atmosphere

5.1: copper(l) iodide / 0.1 h / 120 °C / Inert atmosphere

With 1,4-diaza-bicyclo[2.2.2]octane; sodium periodate; copper(l) iodide; osmium(VIII) oxide; hydrogen bromide; sodium hydride; triethylamine; In 1,4-dioxane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/acs.joc.8b01101

upstream raw materials:

3-Methylindole

allyl alcohol

Downstream raw materials:

(±)-5-methoxy-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo-[2,3-b]indole