6-methoxy-1,4-dihydro-1,4-epoxidonaphthalene

Base Information

• Chemical Name: 6-methoxy-1,4-dihydro-1,4-epoxidonaphthalene
• CAS No.: 19061-33-7
• Molecular Formula: C₁₁H₁₀O₂
• Molecular Weight: 174.199
• Mol file: 19061-33-7.mol

Synonyms:6-methoxy-1,4-dihydro-1,4-epoxidonaphthalene

Chemical Property of 6-methoxy-1,4-dihydro-1,4-epoxidonaphthalene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-methoxy-1,4-dihydro-1,4-epoxidonaphthalene

There total 3 articles about 6-methoxy-1,4-dihydro-1,4-epoxidonaphthalene 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: 59.0%

furan (110-00-9) + di(4-methoxyphenyl)iodonium triflate (1429318-45-5) → para-iodoanisole (696-62-8) + 6-methoxy-1,4-dihydro-1,4-epoxidonaphthalene (19061-33-7)

Guidance literature:

With sodium hydroxide; In dichloromethane; at 20 ℃; for 22h;

DOI:10.1002/chem.201703057

Reference yield: 37.0%

furan (110-00-9) + (4-methoxyphenyl)(2,4,6-trimethylphenyl)iodonium tosylate (1240390-05-9) → 2-(tert-butoxy)-1,3,5-trimethylbenzene (61248-61-1) + 6-methoxy-1,4-dihydro-1,4-epoxidonaphthalene (19061-33-7)

Guidance literature:

With sodium t-butanolate; 1,3,5-trimethyl-benzene; In toluene; at 20 ℃; for 1h; Reagent/catalyst; Sealed tube;

DOI:10.1021/acs.orglett.1c01534

Reference yield:

para-iodoanisole (696-62-8) → 2-(tert-butoxy)-1,3,5-trimethylbenzene (61248-61-1) + 6-methoxy-1,4-dihydro-1,4-epoxidonaphthalene (19061-33-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 3-chloro-benzenecarboperoxoic acid / acetonitrile; water / 0.5 h / 77 °C

1.2: 3 h / 77 °C

2.1: 1,3,5-trimethyl-benzene; sodium t-butanolate / toluene / 1 h / 20 °C / Sealed tube

With 3-chloro-benzenecarboperoxoic acid; sodium t-butanolate; 1,3,5-trimethyl-benzene; In water; toluene; acetonitrile;

DOI:10.1021/acs.orglett.1c01534

upstream raw materials:

furan

di(4-methoxyphenyl)iodonium triflate

para-iodoanisole

(4-methoxyphenyl)(2,4,6-trimethylphenyl)iodonium tosylate

Downstream raw materials:

7-methoxynaphth-1-ol

1,7-Dihydroxynaphthalene

Refernces

• 1、 Stridfeldt, Elin,Lindstedt, Erik,Reitti, Marcus,Blid, Jan,Norrby, Per-Ola,Olofsson, Berit. "Competing Pathways in O-Arylations with Diaryliodonium Salts: Mechanistic Insights". supporting information. p. 13249 - 13258. Retrieved 2017/09/12.