1,4-dihydro-1,4-epoxyanthracene

Base Information

• Chemical Name: 1,4-dihydro-1,4-epoxyanthracene
• CAS No.: 22187-13-9
• Molecular Formula: C14H10O
• Molecular Weight: 194.233
• Mol file: 22187-13-9.mol

Synonyms:

Chemical Property of 1,4-dihydro-1,4-epoxyanthracene

Chemical Property:

• Vapor Pressure: 6.48E-05mmHg at 25°C

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,4-dihydro-1,4-epoxyanthracene

There total 31 articles about 1,4-dihydro-1,4-epoxyanthracene 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: 96.0%

furan (110-00-9) + (phenyl)(3-trimethylsilyl-2-naphthalenyl)iodonium triflate → 1,4-dihydro-1,4-epoxyanthracene (22187-13-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; at 20 ℃; for 0.333333h;

DOI:10.1002/adsc.201400081

Reference yield: 82.0%

furan (110-00-9) + (phenyl)<3-(trimethylsilyl)-2-naphthyl>iodonium triflate → 1,4-dihydro-1,4-epoxyanthracene (22187-13-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In dichloromethane; at 0 - 20 ℃; for 0.5h;

DOI:10.1021/jo9812476

Reference yield: 76.0%

furan (110-00-9) + 2-(trimethylsilyl)naphthalen-3-yl trifluoromethanesulfonate (780820-43-1) → 1,4-dihydro-1,4-epoxyanthracene (22187-13-9)

Guidance literature:

With 18-crown-6 ether; caesium carbonate; In tetrahydrofuran; at 25 ℃; for 24h; Inert atmosphere;

DOI:10.3390/molecules200610131

upstream raw materials:

furan

2,3-dibromonaphthalene

2-Amino-3-naphthoic acid

2,3-didehydronaphthalene

Downstream raw materials:

C₄₃H₃₀O₂

anthracene

(1S,3S)-3-acetyl-3-hydroxy-1,2,3,4-tetrahydro-1-anthracenyl (2S)-2-(acetyloxy)-1-phenylethanoate

methyl 1-(4-methoxyphenyl)-3a,4,11,11a-tetrahydro-4,11-epoxy-1H-naphtho[2,3-f]indazole-3-carboxylate

Refernces

• 1、 Hein, Samuel J.,Lehnherr, Dan,Dichtel, William R.. "Rapid access to substituted 2-naphthyne intermediates: Via the benzannulation of halogenated silylalkynes". . p. 5675 - 5681. Retrieved 2017.
• 2、 Qiu, Shuxian,Zhai, Shengxian,Wang, Huifei,Chen, Xiaoming,Zhai, Hongbin. "One-pot synthesis of benzo[: B] fluorenones via a cobalt-catalyzed MHP-directed [3+2] annulation/ring-opening/dehydration sequence". supporting information. p. 4206 - 4209. Retrieved 2019/04/30.