1-Benzyl-3a-methyl-1,3,3a,4,5,6-hexahydro-2H-indol-2-one

Base Information

• Chemical Name: 1-Benzyl-3a-methyl-1,3,3a,4,5,6-hexahydro-2H-indol-2-one
• CAS No.: 203244-99-9
• Molecular Formula: C16H19NO
• Molecular Weight: 241.333
• DSSTox Substance ID: DTXSID30579032
• Mol file: 203244-99-9.mol

Synonyms:203244-99-9;1-Benzyl-3a-methyl-1,3,3a,4,5,6-hexahydro-2H-indol-2-one;DTXSID30579032

Chemical Property of 1-Benzyl-3a-methyl-1,3,3a,4,5,6-hexahydro-2H-indol-2-one

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 241.146664230
• Heavy Atom Count: 18
• Complexity: 367

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCCC=C1N(C(=O)C2)CC3=CC=CC=C3

Technology Process of 1-Benzyl-3a-methyl-1,3,3a,4,5,6-hexahydro-2H-indol-2-one

There total 6 articles about 1-Benzyl-3a-methyl-1,3,3a,4,5,6-hexahydro-2H-indol-2-one 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: 76.0%

(1-methyl-2-oxo-cyclohexyl)-acetic acid (58711-31-2) + benzylamine (100-46-9) → 1-benzyl-3a-methyl-1,3,3a,4,5,6-hexahydroindol-2-one (203244-99-9)

Guidance literature:

In xylene; at 160 ℃; for 1h;

DOI:10.1021/ol036347z DOI:10.1021/jo048314i

Reference yield: 42.0%

N-benzyl-2,2,2-trichloro-N-(2-methyl-cyclohex-1-enyl)-acetamide (203244-97-7) → 1-benzyl-3a-methyl-1,3,3a,4,5,6-hexahydroindol-2-one (203244-99-9) + 1-benzyl-3-chloro-3a-methyl-1,3,3a,4,5,6-hexahydro-indol-2-one + N-benzyl-2,2-dichloro-N-(2-methyl-cyclohex-1-enyl)-acetamide

Guidance literature:

With nickel; acetic acid; In isopropyl alcohol; Heating;

DOI:10.1016/S0040-4020(97)10204-6

Reference yield:

(1-methyl-2-oxo-cyclohexyl)-acetic acid (58711-31-2) → 1-benzyl-3a-methyl-1,3,3a,4,5,6-hexahydroindol-2-one (203244-99-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / xylene / 1 h / 160 °C

2: 75 percent / Bu₃SnH; AIBN / benzene / 12 h / Heating

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In xylene; benzene;

DOI:10.1021/ol036347z

upstream raw materials:

N-benzyl-2,2,2-trichloro-N-(2-methyl-cyclohex-1-enyl)-acetamide

(1-methyl-2-oxo-cyclohexyl)-acetic acid

benzylamine

2-bromobenzylamine

Downstream raw materials:

1-benzyl-7-bromo-3a-methyl-1,3,3a,4,5,6-hexahydroindol-2-one