Encecalin

Base Information

• Chemical Name: Encecalin
• CAS No.: 20628-09-5
• Molecular Formula: C14H16 O3
• Molecular Weight: 232.279
• Hs Code.: 2914509090
• NSC Number: 603929
• DSSTox Substance ID: DTXSID90942824
• Nikkaji Number: J21.215F
• Wikidata: Q27106480
• Metabolomics Workbench ID: 68104
• ChEMBL ID: CHEMBL451983
• Mol file: 20628-09-5.mol

Synonyms:Encecalin;20628-09-5;1-(7-methoxy-2,2-dimethylchromen-6-yl)ethanone;Encecalin (methyleupatoriochromene);CHEBI:4789;Ketone, 7-methoxy-2,2-dimethyl-2H-1-benzopyran-6-yl methyl;NSC 603929;1-(7-Methoxy-2,2-dimethyl-2H-chromen-6-yl)ethan-1-one;1-(7-Methoxy-2,2-dimethyl-2H-1-benzopyran-6-yl)ethanone;1-(7-methoxy-2,2-dimethyl-2h-chromen-6-yl)ethanone;AC1L3FTK;AC1Q5GA2;Encecaline;6-acetyl-7-methoxy-2,2-dimethylchromene;CHEMBL451983;MEGxp0_001567;SCHEMBL4310132;ACon1_002222;DTXSID90942824;NSC603929;AKOS032948499;NSC-603929;C09005;1-(7-methoxy-2,2-dimethyl-chromen-6-yl)ethanone;Q27106480;1-(7-Methoxy-2,2-dimethyl-2H-chromen-6-yl)-ethanone;1-(7-Methoxy-2,2-dimethyl-2H-1-benzopyran-6-yl)ethan-1-one

Chemical Property of Encecalin

Chemical Property:

• Vapor Pressure: 1.34E-05mmHg at 25°C
• Boiling Point: 367.7oC at 760 mmHg
• Flash Point: 167.6oC
• PSA: 35.53000
• Density: 1.082g/cm3
• LogP: 3.08200
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 232.109944368
• Heavy Atom Count: 17
• Complexity: 332

Purity/Quality:

99% ^*data from raw suppliers

Encecalin ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(C=C2C(=C1)C=CC(O2)(C)C)OC

Technology Process of Encecalin

There total 27 articles about Encecalin 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: 94.0%

6-acetyl-7-hydroxy-2,2-dimethyl-1H-chromene (19013-03-7) + methyl iodide (74-88-4) → encecalin (20628-09-5)

Guidance literature:

With potassium carbonate; In acetone; for 24h; Heating;

Reference yield: 73.0%

1-[2-(1-Bromo-1-methyl-ethyl)-6-methoxy-benzofuran-5-yl]-ethanone → encecalin (20628-09-5)

Guidance literature:

With tetraethylammonium tosylate; In acetonitrile; Ambient temperature; electrolysis;

DOI:10.1039/c39950000615

Reference yield: 25.4%

2,2 dimethyl 7 methoxychromene (17598-02-6) + acetic anhydride (108-24-7) → encecalin (20628-09-5)

Guidance literature:

With zinc(II) chloride; In benzene; for 1h; Ambient temperature;

DOI:10.1246/bcsj.57.442

upstream raw materials:

2,2 dimethyl 7 methoxychromene

acetic anhydride

6-acetyl-7-hydroxy-2,2-dimethyl-1H-chromene

dimethyl sulfate

Downstream raw materials:

6-acetyl-7-hydroxy-2,2-dimethyl-1H-chromene

(RS)-1-(7-methoxy-2,2-dimethyl-2H-chromen-6-yl)ethanol

N-(cyclohexylmethyl)-1-(7-methoxy-2,2-dimethyl-2H-chromen-6-yl)ethanamine

N-[1-(7-methoxy-2,2-dimethyl-2H-chromen-6-yl)ethyl]-3-phenylprop-2-en-1-amine

Refernces

• 1、 Fraga, Braulio M.,Cabrera, Inmaculada. "The oligomerization and acylation of precocene I". . p. 8078 - 8084. Retrieved 2016.
• 2、 Harel, Dipak,Khalid, Sami A.,Kaiser, Marcel,Brun, Reto,Wuensch, Bernhard,Schmidt, Thomas J.. "Encecalol angelate, an unstable chromene from Ageratum conyzoides L.: Total synthesis and investigation of its antiprotozoal activity". experimental part. p. 620 - 625. Retrieved 2012/06/01.