Dibenz[b,e]oxepin-11(6H)-one

Base Information

• Chemical Name: Dibenz[b,e]oxepin-11(6H)-one
• CAS No.: 4504-87-4
• Molecular Formula: C14H10O2
• Molecular Weight: 210.232
• Hs Code.: 2932996560
• European Community (EC) Number: 224-820-5
• UNII: 0H0YJ25O3W
• DSSTox Substance ID: DTXSID70196368
• Nikkaji Number: J134.904J
• Wikidata: Q27236772
• Mol file: 4504-87-4.mol

Synonyms:4504-87-4;Dibenzo[b,E]oxepin-11(6H)-one;Dibenz[b,e]oxepin-11(6H)-one;Doxepinone;6H-benzo[c][1]benzoxepin-11-one;Dibenz(b,e)oxepin-11(6H)-one;6,11-Dihydrodibenz[b,e]oxepin-11-one;6H-Dibenzo[b,e]oxepin-11-one;UNII-0H0YJ25O3W;0H0YJ25O3W;EINECS 224-820-5;11-Dihydrodibenz[b,e]oxepin-11-one;6,11-dihydrodibenz(b,e)oxepin-11-one;Dibenzo[b,e]oxepin-11(6H)-one (Doxepinone);9-oxatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaen-2-one;6,11-Dihydrodibenzo[b,e]oxepin-11-one;DOXEPIN IMPURITY A;SCHEMBL86392;DTXSID70196368;dibenzo[b,e]oxepin-11-(6h)-one;BCP11911;AC-343;Dibenzo[b,e]oxepin-11(6H)-one #;MFCD00963963;AKOS015900481;CS-W006672;DS-2088;AM20120709;FT-0602597;EN300-6759326;A826706;Q-200953;DOXEPIN HYDROCHLORIDE IMPURITY A [EP IMPURITY];Q27236772;Z1741979999;9-oxatricyclo[9.4.0.0,3,8]pentadeca-1(15),3,5,7,11,13-hexaen-2-one;9-oxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-2-one;PyAOP?(7-Azabenzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate

Chemical Property of Dibenz[b,e]oxepin-11(6H)-one

Chemical Property:

• Vapor Pressure: 3.45E-06mmHg at 25°C
• Melting Point: 68-70?C
• Refractive Index: 1.619
• Boiling Point: 386.8 °C at 760 mmHg
• Flash Point: 188.4 °C
• PSA: 26.30000
• Density: 1.226 g/cm³
• LogP: 2.81000
• Storage Temp.: Refrigerator
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 210.068079557
• Heavy Atom Count: 16
• Complexity: 274

Purity/Quality:

≥99.0% ^*data from raw suppliers

Dibenz[b,e]oxepin-11(6H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=CC=CC=C2C(=O)C3=CC=CC=C3O1
• Uses: Doxepin intermediate. A photodecomposition product of Doxepin.

Technology Process of Dibenz[b,e]oxepin-11(6H)-one

There total 25 articles about Dibenz[b,e]oxepin-11(6H)-one 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: 98.0%

2-(phenoxymethyl)benzoic acid (724-98-1) → 6,11-dihydrodibenz[b,e]oxepin-11-one (4504-87-4)

Guidance literature:

With trifluoromethylsulfonic anhydride; boron trifluoride diethyl etherate; In dichloromethane; at 40 ℃; for 2h;

Reference yield: 74.0%

2-[(2-bromobenzyl)oxy]benzonitrile → 6,11-dihydrodibenz[b,e]oxepin-11-one (4504-87-4)

Guidance literature:

2-[(2-bromobenzyl)oxy]benzonitrile; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water;

DOI:10.1016/j.tetlet.2015.07.043

Reference yield: 73.0%

C14H10BrNO → 6,11-dihydrodibenz[b,e]oxepin-11-one (4504-87-4)

Guidance literature:

C₁₄H₁₀BrNO; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water;

DOI:10.1016/j.tetlet.2015.07.043

upstream raw materials:

2-(phenoxymethyl)benzoic acid

doxepin hydrochloride

2-benzofuran-1(3H)-one

phenol

Downstream raw materials:

doxepin hydrochloride

(E)-Desmethyldoxepin

doxepin

11-(4-Methylpiperazino)-6,11-dihydrodibenzooxepin

Refernces

• 1、 -. "Preparation method of benzyl aryl ether and application of benzyl aryl ether in synthesis". Paragraph 0145; 0151-0152. . Retrieved 2021/09/01.
• 2、 Jiang, Hongshuo,Mao, Guijie,Wu, Hongfeng,An, Qi,Zuo, Minghui,Guo, Weihao,Xu, Chunzhao,Sun, Zhizhong,Chu, Wenyi. "Synthesis of dibenzocycloketones by acyl radical cyclization from aromatic carboxylic acids using methylene blue as a photocatalyst". supporting information. p. 5368 - 5373. Retrieved 2019/10/11.