Octahydro-1H-indole

Base Information

• Chemical Name: Octahydro-1H-indole
• CAS No.: 4375-14-8
• Molecular Formula: C8H15N
• Molecular Weight: 125.214
• Hs Code.: 2933990090
• European Community (EC) Number: 224-472-4,889-828-9
• DSSTox Substance ID: DTXSID00871070
• Nikkaji Number: J205.753K
• Mol file: 4375-14-8.mol

Synonyms:Octahydro-1H-indole;4375-14-8;Octahydroindole;1H-Indole, octahydro-;2,3,3a,4,5,6,7,7a-octahydro-1H-indole;7-Azabicyclo[4.3.0]nonane;EINECS 224-472-4;Perhydroindole;rac-(3aR,7aR)-Octahydro-1H-indole;Perhydroindole,c&t;Indoline, hexahydro-;Octahydro-1H-indole #;SCHEMBL30511;DTXSID00871070;Octahydro-1H-indole, AldrichCPR;1193-68-6;BAA19368;STR09982;MFCD00012080;AKOS006237208;CCG-358848;MB00212;CS-0046641;EN300-60535;E73343;F8881-1784

Chemical Property of Octahydro-1H-indole

Chemical Property:

• Vapor Pressure: 0.695mmHg at 25°C
• Melting Point: 143°C
• Refractive Index: 1.4748 (estimate)
• Boiling Point: 185.5°Cat760mmHg
• Flash Point: 59.4°C
• PSA: 12.03000
• Density: 0.915g/cm³
• LogP: 1.86730
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 125.120449483
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

NLT 98% ^*data from raw suppliers

Octahydro-1H-indole 95% ^*data from reagent suppliers

Safty Information:

• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2C(C1)CCN2
• Uses: Octahydro-1H-indole is used as a reactant in the preparation of substituted pyrrolopyrimidinamines, particularly piperidinylamino pyrrolopyrimidines, as selective Janus kinase inhibitors for the treatment of autoimmune diseases and organ transplant rejection.

Technology Process of Octahydro-1H-indole

There total 35 articles about Octahydro-1H-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: 100.0%

indole (120-72-9) → octahydro-1H-indole (4375-14-8,753416-80-7)

Guidance literature:

With palladium on activated charcoal; hydrogen; acetic acid; at 20 ℃; for 15h; under 760.051 Torr;

Reference yield: 54.0%

cis-7-azabicyclo<4.3.0>nonan-8-one (1195-13-7,56921-07-4,90154-87-3,131348-77-1,131348-78-2,143679-79-2) → cis-octahydroindole (1193-68-6,2030-29-7,4375-14-8,88500-08-7,147731-70-2,753416-80-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 16h; Heating;

Reference yield: 39.0%

1H-indol-4-ol (2380-94-1) → octahydro-1H-indole (4375-14-8,753416-80-7) + 4,5,6,7-tetrahydroindole (13618-91-2) + 4-hydroxyoctahydroindole (98552-27-3)

Guidance literature:

With hydrogen; Rh on carbon; at 180 ℃; for 4h; under 60006 Torr;

DOI:10.1039/b718209k

upstream raw materials:

trans-7-azabicyclo<4.3.0>nonan-8-one

1-(2-bromoethyl)cyclohex-1-ene

N-(trans-2-allyl-cyclohexyl)-phthalimide

trans-2-(prop-2-enyl)cyclohexylamine

Downstream raw materials:

(3aR*,7aR*)-1-(toluene-4-sulfonyl)octahydroindole

4-nitro-phenol

(+/-)-(2R,3aS,7aS)-octahydroindole-2-carboxylic acid

Δ¹⁽⁸⁾-hexahydroindole

Refernces

• 1、 Schwarz, Matthias,Bachmann, Philipp,Silva, Thais Nascimento,Mohr, Susanne,Scheuermeyer, Marlene,Sp?th, Florian,Bauer, Udo,Düll, Fabian,Steinhauer, Johann,Hohner, Chantal,D?pper, Tibor,Noei, Heshmat,Stierle, Andreas,Papp, Christian,Steinrück,Wasserscheid, Peter,G?rling, Andreas,Libuda, J?rg. "Model Catalytic Studies of Novel Liquid Organic Hydrogen Carriers: Indole, Indoline and Octahydroindole on Pt(111)". . p. 14806 - 14818. Retrieved 2017.
• 2、 Rengshausen, Simon,Van Stappen, Casey,Levin, Natalia,Tricard, Simon,Luska, Kylie L.,DeBeer, Serena,Chaudret, Bruno,Bordet, Alexis,Leitner, Walter. "Organometallic Synthesis of Bimetallic Cobalt-Rhodium Nanoparticles in Supported Ionic Liquid Phases (CoxRh100?x@SILP) as Catalysts for the Selective Hydrogenation of Multifunctional Aromatic Substrates". . . Retrieved 2020/12/22.
• 3、 Zhang, Sishi,Xu, Jie,Cheng, Hongmei,Zang, Cuicui,Sun, Bin,Jiang, Heyan,Bian, Fengxia. "Highly efficient one-pot multi-directional selective hydrogenation and N-alkylation catalyzed by Ru/LDH under mild conditions". supporting information. . Retrieved 2020/03/30.