9-Acetyl-2,3,4,9-tetrahydro-1H-carbazole

Base Information

• Chemical Name: 9-Acetyl-2,3,4,9-tetrahydro-1H-carbazole
• CAS No.: 13815-69-5
• Molecular Formula: C14H15 N O
• Molecular Weight: 213.279
• Hs Code.: 2933990090
• NSC Number: 121197
• DSSTox Substance ID: DTXSID70298159
• Nikkaji Number: J593.849J
• Wikidata: Q82039800
• Mol file: 13815-69-5.mol

Synonyms:13815-69-5;9-Acetyl-2,3,4,9-tetrahydro-1H-carbazole;1-(1,2,3,4-tetrahydrocarbazol-9-yl)ethanone;Carbazole, tetrahydro-9-acetyl-;11-(4a-methyl-1,2,34,4a,9a-hexahydro-carbazol-9-yl)-ethanone;N-acetyl-tetrahydrocarbazole;NSC121197;9-acetyltetra-hydrocarbazole;1-(1,2,3,4-tetrahydro-9H-carbazol-9-yl)ethanone;SCHEMBL24210090;DTXSID70298159;NAKAGIJKYRVETG-UHFFFAOYSA-N;STK753198;AKOS005615683;NSC-121197;9H-Carbazole, 9-acetyl-1,2,3,4-tetrahydro-;SR-01000512834;SR-01000512834-1;1-(1,2,3,4-TETRAHYDRO-9H-CARBAZOL-9-YL)-1-ETHANONE

Chemical Property of 9-Acetyl-2,3,4,9-tetrahydro-1H-carbazole

Chemical Property:

• Vapor Pressure: 2.58E-05mmHg at 25°C
• Boiling Point: 358.2°Cat760mmHg
• Flash Point: 170.5°C
• PSA: 22.00000
• Density: 1.18g/cm³
• LogP: 3.18020
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 213.115364102
• Heavy Atom Count: 16
• Complexity: 289

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)N1C2=C(CCCC2)C3=CC=CC=C31

Technology Process of 9-Acetyl-2,3,4,9-tetrahydro-1H-carbazole

There total 8 articles about 9-Acetyl-2,3,4,9-tetrahydro-1H-carbazole 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: 90.0%

1-(9-acetyl-2,3,4,9-tetrahydro-carbazol-4a-yl)-4-methyl-[1,2,4]triazolidine-3,5-dione (557086-54-1) → N-acetyl-1,2,3,4-tetrahydrocarbazole (13815-69-5)

Guidance literature:

at 250 ℃;

DOI:10.1021/ol034634x

Reference yield: 87.0%

1,2,3,4-tetrahydrocarbazole (942-01-8) + acetyl chloride (75-36-5) → N-acetyl-1,2,3,4-tetrahydrocarbazole (13815-69-5)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide; In dichloromethane; for 2h;

DOI:10.1002/anie.201004635

Reference yield: 83.0%

1,2,3,4-tetrahydrocarbazole (942-01-8) + acetic anhydride (108-24-7) + acetyl chloride (75-36-5) → N-acetyl-1,2,3,4-tetrahydrocarbazole (13815-69-5)

Guidance literature:

for 3h; Heating;

DOI:10.21577/0103-5053.20180149

upstream raw materials:

1,2,3,4-tetrahydrocarbazole

acetic anhydride

acetyl chloride

acetic acid-(cyclohexylidene-phenyl-hydrazide)

Downstream raw materials:

2-acetylcarbazole

cis-4a-(1-tosyloxyethyl)-9-tosyl-1,2,3,4,4a,9a-hexahydrocarbazole

cis-4a-ethyl-1,2,3,4,4a,9a-hexahydrocarbazole

1,2,3,4-tetrahydrocarbazole

Refernces

• 1、 Mar?al, Luisa L.,Garden, Simon J.. "Synthesis of Spiro-Pyrrolidinyloxindoles by Oxidative Rearrangement of N-Acyltetrahydro-β-carbolines Using an Oxone/Aqueous Acetone Mixture". . p. 19 - 32. Retrieved 2018/12/13.
• 2、 Tomakinian, Terry,Guillot, Rgis,Kouklovsky, Cyrille,Vincent, Guillaume. "Direct oxidative coupling of N-acetyl indoles and phenols for the synthesis of benzofuroindolines related to phalarine". supporting information. p. 11881 - 11885. Retrieved 2015/01/09.