(2a,7b-Dihydro-3H-cyclobuta[b]indol-3-yl)(phenyl)methanone

Base Information

• Chemical Name: (2a,7b-Dihydro-3H-cyclobuta[b]indol-3-yl)(phenyl)methanone
• CAS No.: 74422-06-3
• Molecular Formula: C17H13NO
• Molecular Weight: 247.296
• DSSTox Substance ID: DTXSID40505226
• Mol file: 74422-06-3.mol

Synonyms:74422-06-3;DTXSID40505226;(2a,7b-Dihydro-3H-cyclobuta[b]indol-3-yl)(phenyl)methanone

Chemical Property of (2a,7b-Dihydro-3H-cyclobuta[b]indol-3-yl)(phenyl)methanone

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 247.099714038
• Heavy Atom Count: 19
• Complexity: 396

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)N2C3C=CC3C4=CC=CC=C42

Technology Process of (2a,7b-Dihydro-3H-cyclobuta[b]indol-3-yl)(phenyl)methanone

There total 4 articles about (2a,7b-Dihydro-3H-cyclobuta[b]indol-3-yl)(phenyl)methanone 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: 83.0%

1-benzoyl-1H-1-benzazepine (74422-10-9) → cis-3-benzoyl-2a,7b-dihydro-3H-cyclobutindole (74422-06-3)

Guidance literature:

In tetrahydrofuran; for 4h; Irradiation;

DOI:10.1016/S0040-4039(00)78700-4

Reference yield: 26.0%

cis-exo-3-benzoyl-1,2,2a,7b-tetrahydro-3H-cyclobutindole-1-carboxylic acid (74422-11-0,81874-11-5) → cis-3-benzoyl-2a,7b-dihydro-3H-cyclobutindole (74422-06-3)

Guidance literature:

With pyridine; lead(IV) acetate; copper diacetate; In benzene; for 1h; Heating;

DOI:10.1039/P19820000741

Reference yield:

methyl cis-exo-3-benzoyl-1,2,2a,7b-tetrahydro-3H-cyclobutindole-1-carboxylate (74422-05-2,81874-10-4,90582-39-1) → cis-3-benzoyl-2a,7b-dihydro-3H-cyclobutindole (74422-06-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / aq. sodium hydroxide / ethanol / 1 h / 50 °C

2: 26 percent / pyridine, copper(II) acetate, lead tetra-acetate / benzene / 1 h / Heating

With pyridine; lead(IV) acetate; sodium hydroxide; copper diacetate; In ethanol; benzene;

DOI:10.1039/P19820000741

upstream raw materials:

1-benzoyl-1H-1-benzazepine

cis-exo-3-benzoyl-1,2,2a,7b-tetrahydro-3H-cyclobutindole-1-carboxylic acid

methyl cis-exo-3-benzoyl-1,2,2a,7b-tetrahydro-3H-cyclobutindole-1-carboxylate

N-benzoylindole

Downstream raw materials:

N-benzoylindole

N-1-naphthalenyl-benzamide

1-benzoyl-1H-1-benzazepine

(2aS,7bS)-3,7b-Dihydro-2aH-cyclobuta[b]indole