1-(7-METHOXY-NAPHTHALEN-2-YL)-ETHANONE

Base Information

• Chemical Name: 1-(7-METHOXY-NAPHTHALEN-2-YL)-ETHANONE
• CAS No.: 72775-28-1
• Molecular Formula: C₁₃H₁₂O₂
• Molecular Weight: 200.237
• Mol file: 72775-28-1.mol

Synonyms:2'-Acetonaphthone,7-methoxy- (7CI); 2-Acetyl-7-methoxynaphthalene

Chemical Property of 1-(7-METHOXY-NAPHTHALEN-2-YL)-ETHANONE

Chemical Property:

• Vapor Pressure: 7.04E-05mmHg at 25°C
• Refractive Index: 1.594
• Boiling Point: 343.4°C at 760 mmHg
• Flash Point: 158.9°C
• PSA: 26.30000
• Density: 1.118g/cm³
• LogP: 3.05100

Purity/Quality:

99% ^*data from raw suppliers

1-(7-METHOXY-NAPHTHALEN-2-YL)-ETHANONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(7-METHOXY-NAPHTHALEN-2-YL)-ETHANONE

There total 7 articles about 1-(7-METHOXY-NAPHTHALEN-2-YL)-ETHANONE 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:

1-(2-<7-Methoxy>naphthyl)ethanol (72775-33-8) → 1-(7-methoxy-[2]naphthyl)-ethanone (72775-28-1) + (S)-1-(7-Methoxy-naphthalen-2-yl)-ethanol

Guidance literature:

With 3 A molecular sieve; oxygen; sodium carbonate; Pd((-)-sparteine)2Cl₂; In tert-butyl alcohol; at 65 ℃; for 24h; Title compound not separated from byproducts;

DOI:10.1021/jo034717r

Reference yield:

N-[1-(7-methoxynaphthalen-2-yl)vinyl]acetamide → 1-(7-methoxy-[2]naphthyl)-ethanone (72775-28-1)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 1h;

DOI:10.1021/jo050669u

Reference yield:

7-methoxy-2-trifluoromethanesulfonyloxynaphthalene (135653-94-0) → 1-(7-methoxy-[2]naphthyl)-ethanone (72775-28-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / DIPEA / Pd₂(dba)3; 1,1'-bis(diphenylphosphino)ferrocene / dioxane / 1.25 h / 85 °C

2: 63 mg / aq. HCl / dioxane / 1 h / 20 °C

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; 1,1'-bis-(diphenylphosphino)ferrocene; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In 1,4-dioxane; 1: Heck coupling;

DOI:10.1021/jo050669u

upstream raw materials:

7-methoxy-naphthalen-2-carboxylic acid

1-(2-<7-Methoxy>naphthyl)ethanol

7-methoxy-2-trifluoromethanesulfonyloxynaphthalene

7-methoxynaphthalene-2-carboxylic acid ethyl ester

Refernces

• 1、 Mandal, Sunil K.,Sigman, Matthew S.. "Palladium-catalyzed aerobic oxidative kinetic resolution of alcohols with an achiral exogenous base". . p. 7535 - 7537. Retrieved 2007/10/03.