6,7,8,9,10,11-hexahydro-5H-cycloocta[b]indole

Base Information

• Chemical Name: 6,7,8,9,10,11-hexahydro-5H-cycloocta[b]indole
• CAS No.: 22793-63-1
• Molecular Formula: C14H17 N
• Molecular Weight: 199.296
• Hs Code.: 2933990090
• NSC Number: 117339
• DSSTox Substance ID: DTXSID00297690
• Nikkaji Number: J340.032H
• Wikidata: Q82038974
• Mol file: 22793-63-1.mol

Synonyms:6,7,8,9,10,11-hexahydro-5H-cycloocta[b]indole;22793-63-1;NSC117339;Maybridge1_006281;Indolo(2,3-B)cyclooctene;5H,6H,7H,8H,9H,10H,11H-cycloocta[b]indole;5H-Cyclooct[b]indole,6,7,8,9,10,11-hexahydro-;SCHEMBL14156164;HMS559F11;TYLZSGIRJRUUSQ-UHFFFAOYSA-;DTXSID00297690;BBL028181;CCG-49413;MFCD00086346;STK887611;AKOS003597152;NSC-117339;TS-00331;CS-0131953;FT-0620843;D95940;6,7,8,9,10,11-Hexahydrocyclooct[b]indole, 95%;SR-01000638867-1;InChI=1/C14H17N/c1-2-4-9-13-11(7-3-1)12-8-5-6-10-14(12)15-13/h5-6,8,10,15H,1-4,7,9H2

Chemical Property of 6,7,8,9,10,11-hexahydro-5H-cycloocta[b]indole

Chemical Property:

• Vapor Pressure: 6.38E-05mmHg at 25°C
• Melting Point: 57 °C
• Boiling Point: 355.5°Cat760mmHg
• PKA: 17.84±0.20(Predicted)
• Flash Point: 154.5°C
• PSA: 15.79000
• Density: 1.082g/cm³
• LogP: 3.82690
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 199.136099547
• Heavy Atom Count: 15
• Complexity: 213

Purity/Quality:

99% ^*data from raw suppliers

6,7,8,9,10,11-Hexahydro-5H-cycloocta[b]indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCC2=C(CC1)C3=CC=CC=C3N2

Technology Process of 6,7,8,9,10,11-hexahydro-5H-cycloocta[b]indole

There total 25 articles about 6,7,8,9,10,11-hexahydro-5H-cycloocta[b]indole 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: 96.0%

cycloactanone (502-49-8) + phenylhydrazine hydrochloride (59-88-1) → 6,7,8,9,10,11-Hexahydro-5H-cycloocta[b]indole (22793-63-1)

Guidance literature:

With L-(+)-tartaric acid-urea melt; at 70 ℃; for 1.5h;

DOI:10.1021/ol302034r

Reference yield: 95.0%

cycloactanone (502-49-8) + phenylhydrazine (100-63-0) → 6,7,8,9,10,11-Hexahydro-5H-cycloocta[b]indole (22793-63-1)

Guidance literature:

cycloactanone; phenylhydrazine; With acetic acid; trifluoroacetic acid; at 90 ℃; for 2h;

With sodium hydrogencarbonate; In water; ethyl acetate;

DOI:10.1016/j.tet.2010.01.005

Reference yield: 93.0%

1-(2-nitrophenyl)cyclooct-1-ene → 6,7,8,9,10,11-Hexahydro-5H-cycloocta[b]indole (22793-63-1)

Guidance literature:

With Triethoxysilane; C₂₅H₂₂FeNPS; In 1,2-dimethoxyethane; at 80 ℃; for 8h;

DOI:10.1021/acscatal.9b03604

upstream raw materials:

cycloactanone

phenylhydrazine

N-cycloheptylmethylene-N'-phenylhydrazine

4-(2,3,4,5,6,7-Hexahydro-1H-cyclooctindol-7-yl)-3-buten-2-on

Downstream raw materials:

11a-(2-Nitro-phenylsulfanyl)-7,8,9,10,11,11a-hexahydro-6H-cycloocta[b]indole

C₂₄H₂₈N₂O₂

C₂₁H₂₀Cl₂N₂O₂

iprindole

Refernces

• 1、 Esteban-Calderon,Martinez-Ripoll,Garcia-Blanco,et al.. "Structure and conformation of the N-β-propionic acids of cyclohexan[b]indole and cyclooctan[b]indole". . p. 1829 - 1835. Retrieved 1986.
• 2、 Song, Heng,Yang, Zhuoyi,Tung, Chen-Ho,Wang, Wenguang. "Iron-catalyzed reductive coupling of nitroarenes with olefins: Intermediate of iron-nitroso complex". . p. 276 - 281. Retrieved 2019/12/24.
• 3、 Chandrasekhar, Sosale,Mukherjee, Somnath. "A Convenient Modification of the Fischer Indole Synthesis with a Solid Acid". supporting information. p. 1018 - 1022. Retrieved 2015/03/30.