1,8-Diethyl-1,3,4,9-tetrahydropyrano(3,4-b)indole

Base Information

• Chemical Name: 1,8-Diethyl-1,3,4,9-tetrahydropyrano(3,4-b)indole
• CAS No.: 115066-03-0
• Molecular Formula: C₁₆H₂₁NO
• Molecular Weight: 243.349
• UNII: 4J2J13T0DI
• DSSTox Substance ID: DTXSID50921610
• Nikkaji Number: J357.720A
• Wikidata: Q27259696
• Mol file: 115066-03-0.mol

Synonyms:115066-03-0;RAK-802;1,8-Diethyl-1,3,4,9-tetrahydropyrano(3,4-b)indole;DecarboxyEtodolac;4J2J13T0DI;1,8-diethyl-1-methyl-4,9-dihydro-3H-pyrano[3,4-b]indole;1,8-Diethyl-1-methyl-1,3,4,9-tetrahydropyrano[3,4-b]indole;1,8-Diethyl-1-methyl-1,3,4,9-tetrahydropyrano(3,4-b)indole;Pyrano(3,4-b)indole, 1,8-diethyl-1,3,4,9-tetrahydro-1-methyl-;CCRIS 5407;Decarboxy Etodolac;1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole;(1RS)-1,8-Diethyl-1-methyl-1,3,4,9-tetrahydropyrano[3,4-b]indole (Decarboxy Etodolac);RAK 802;(1RS)-1,8-Diethyl-1-methyl-1,3,4,9-tetrahydropyrano[3,4-b]indole;Etodolac Imp. J (EP);Etodolac Impurity J;Pyrano(3,4-b)indole, 1,3,4,9-tetrahydro-1,8-diethyl-1-methyl-;UNII-4J2J13T0DI;SCHEMBL2760387;DTXSID50921610;ETODOLAC IMPURITY J [EP IMPURITY];Q27259696;1,8-DIETHYL-1-METHYL-1H,3H,4H,9H-PYRANO[3,4-B]INDOLE;(1RS)-1,8-diethyl-1-methyl-1,3,4,9-tetrahydropyrano[3,4-b]indole

Chemical Property of 1,8-Diethyl-1,3,4,9-tetrahydropyrano(3,4-b)indole

Chemical Property:

• Vapor Pressure: 6.06E-06mmHg at 25°C
• Boiling Point: 390.2°Cat760mmHg
• Flash Point: 141.7°C
• Density: 1.064g/cm³
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 243.162314293
• Heavy Atom Count: 18
• Complexity: 306

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=C2C(=CC=C1)C3=C(N2)C(OCC3)(C)CC

Technology Process of 1,8-Diethyl-1,3,4,9-tetrahydropyrano(3,4-b)indole

There total 2 articles about 1,8-Diethyl-1,3,4,9-tetrahydropyrano(3,4-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:

etodolac (41340-25-4) → 7-ethyl-2-(1H-indol-3-yl)ethan-1-ol (41340-36-7) + 7-ethyl-2-(1-methyl-1-propenyl)-1H-indole-3-ethanol + 7-ethyl-2-(1-methylenepropyl)-1H-indole-3-ethanol + 1,8-diethyl-1-methyl-1,3,4,9-tetrahydropyrano-<3,4-b>indole (115066-03-0)

Guidance literature:

With hydrogenchloride; In methanol; water; at 85 ℃; for 18h; Product distribution; Rate constant; Thermodynamic data; E_a, ΔS^<*>, mechanism of etodolac degradation in aqueous solutionsat various temperatures (75-905 deg C), time and pH, effect of pH and temperature, catalytic effect of buffer system;

DOI:10.1002/jps.2600770116

Reference yield:

methanol (67-56-1) + etodolac (41340-25-4) → methyl 1,8-diethyl-1,3,4,9-tetrahydropyrano(3,4-b)-indole-1-acetate (122188-02-7,200880-31-5) + 1,8-diethyl-1-methyl-1,3,4,9-tetrahydropyrano-<3,4-b>indole (115066-03-0)

Guidance literature:

With sulfuric acid; at 20 ℃; for 72h;

DOI:10.1021/op000014p

upstream raw materials:

etodolac

methanol

Refernces

• 1、 Woods, Martin,Dyer, Ulrich C.,Andrews, John F.,Morfitt, C. Neil,Valentine, Roy,Sanderson, Joanne. "A scaleable combined resolution and improved dosage form for etodolac with recycle of the off-isomer". . p. 418 - 426. Retrieved 2000.