Cyclohept[b]indol-10(5H)-one, 6,7,8,9-tetrahydro-

Base Information

• Chemical Name: Cyclohept[b]indol-10(5H)-one, 6,7,8,9-tetrahydro-
• CAS No.: 14961-03-6
• Molecular Formula: C13H13NO
• Molecular Weight: 199.24800
• Mol file: 14961-03-6.mol

Synonyms:2,3-(1-Oxopentamethylen)-indol;6,7,8,9-tetrahydrocyclohept[b]-indol-10(5H)-one;6,7,8,9-tetrahydrocyclohept[b]indol-10(5H)-one;5,6,7,8,9,10-Hexahydro-cycloheptindol-10-on;10-Oxo-5,6,7,8,9,10-hexahydro-cycloheptindol, 5,6,7,8,9,10-Hexahydro-cycloheptindol-10-on;6,7,8,9-tetrahydro-5H-cyclohepta[b]indol-10-one;

Chemical Property of Cyclohept[b]indol-10(5H)-one, 6,7,8,9-tetrahydro-

Chemical Property:

• Melting Point: 224 - 225 °C
• Boiling Point: 396.6±11.0 °C(Predicted)
• PSA: 32.86000
• Density: 1.222±0.06 g/cm3(Predicted)
• LogP: 3.07700

Purity/Quality:

95% ^*data from raw suppliers

6,7,8,9-tetrahydro-Cyclohept[b]indol-10(5H)-one 97.00% ^*data from reagent suppliers

Safty Information:

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Technology Process of Cyclohept[b]indol-10(5H)-one, 6,7,8,9-tetrahydro-

There total 5 articles about Cyclohept[b]indol-10(5H)-one, 6,7,8,9-tetrahydro- 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: 66.0%

2-(2-nitrophenyl)-2-cyclohepten-1-one (443303-79-5) → 6,7,8,9-tetrahydrocyclohepta[b]indol-10(5H)-one (14961-03-6)

Guidance literature:

With 1,10-Phenanthroline; carbon monoxide; 1,3-bis-(diphenylphosphino)propane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 80 ℃; under 4560 Torr;

DOI:10.1016/S0040-4039(02)00072-2

Reference yield: 45.0%

5,6,7,8,9,10-hexahydrocyclohept[b]indole (2047-89-4) → 6,7,8,9-tetrahydrocyclohepta[b]indol-10(5H)-one (14961-03-6)

Guidance literature:

With 2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate; In water; acetonitrile; for 1h;

Reference yield:

α-iodocycloheptenone (160878-96-6) → 6,7,8,9-tetrahydrocyclohepta[b]indol-10(5H)-one (14961-03-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / PdCl₂(PhCN)2; AsPh₃; CuI / 1-methyl-pyrrolidin-2-one / 72 h / 80 °C

2: 66 percent / CO; dppp; 1,10-phenanthroline monohydrate / Pd(dba)2 / dimethylformamide / 48 h / 80 °C / 4560 Torr

With copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; triphenyl-arsane; carbon monoxide; 1,3-bis-(diphenylphosphino)propane; 1,10-phenanthroline hydrate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(03)00976-1

upstream raw materials:

5,6,7,8,9,10-hexahydrocyclohept[b]indole

2-(2-nitrophenyl)-2-cyclohepten-1-one

α-iodocycloheptenone

2-(tri-n-butylstannyl)-1-nitrobenzene

Downstream raw materials:

6,7,8,9-Tetrahydro-5-(4-fluorophenyl)-9-[(2-methyl-1H-imidazol-1-yl)-methyl]-cyclohept[b]indol-10(5H)-one hydrochloride

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