1-Oxo-6,7-dimethoxy-1,2,3,4-tetrahydronaphthalene oxime

Base Information

• Chemical Name: 1-Oxo-6,7-dimethoxy-1,2,3,4-tetrahydronaphthalene oxime
• CAS No.: 52401-41-9
• Molecular Formula: C12H15NO3
• Molecular Weight: 221.25
• Hs Code.: 2928000090
• Mol file: 52401-41-9.mol

Synonyms:1-Oxo-6,7-dimethoxy-1,2,3,4-tetrahydronaphthalene oxime

Chemical Property of 1-Oxo-6,7-dimethoxy-1,2,3,4-tetrahydronaphthalene oxime

Chemical Property:

• Melting Point: 157-158 °C
• Boiling Point: 389.0±42.0 °C(Predicted)
• PKA: 11.92±0.20(Predicted)
• PSA: 51.05000
• Density: 1.21±0.1 g/cm3(Predicted)
• LogP: 2.21840

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Oxo-6,7-dimethoxy-1,2,3,4-tetrahydronaphthalene oxime

There total 6 articles about 1-Oxo-6,7-dimethoxy-1,2,3,4-tetrahydronaphthalene oxime 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: 93.0%

6,7-dimethoxy-1-oxo-1,2,3,4-tetrahydronaphthalene (13575-75-2) → 6,7-dimethoxy-3,4-dihydronaphthalen-1(2H)-one oxime (52401-41-9)

Guidance literature:

With pyridine; hydroxylamine hydrochloride; at 25 ℃; for 3h; Inert atmosphere;

DOI:10.5012/bkcs.2010.31.02.507

Reference yield:

4-(3,4-dimethoxyphenyl)butanoic acid (13575-74-1) → 6,7-dimethoxy-3,4-dihydronaphthalen-1(2H)-one oxime (52401-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1: concentrated sulfuric acid

With sulfuric acid;

DOI:10.1007/BF03343787

Reference yield:

1,2-dimethoxybenzene (91-16-7) → 6,7-dimethoxy-3,4-dihydronaphthalen-1(2H)-one oxime (52401-41-9)

Guidance literature:

Multi-step reaction with 4 steps

1: aluminium chloride; nitrobenzene

2: amalgamated zinc; aqueous hydrochloric acid; toluene / weiteres Reagens: Essigsaeure

3: concentrated sulfuric acid

With hydrogenchloride; aluminium trichloride; amalgamated zinc; sulfuric acid; nitrobenzene; toluene;

DOI:10.1007/BF03343787

upstream raw materials:

6,7-dimethoxy-1-oxo-1,2,3,4-tetrahydronaphthalene

4-(3,4-dimethoxyphenyl)butanoic acid

1,2-dimethoxybenzene

3-(3,4-dimethoxybenzoyl)propionic acid

Downstream raw materials:

1-amino-6,7-dimethoxynaphthalene

2,3-dimethoxynaphthalene

Refernces

• 1、 Zhang, Minmin,Yu, Shuowen,Hu, Fangzhi,Liao, Yijun,Liao, Lihua,Xu, Xiaoying,Yuan, Weicheng,Zhang, Xiaomei. "Highly enantioselective [3+2] coupling of cyclic enamides with quinone monoimines promoted by a chiral phosphoric acid". supporting information. p. 8757 - 8760. Retrieved 2016/07/15.
• 2、 Hong, Wan Pyo,Iosub, Andrei V.,Stahl, Shannon S.. "Pd-catalyzed Semmler-Wolff reactions for the conversion of substituted cyclohexenone oximes to primary anilines". supporting information. p. 13664 - 13667. Retrieved 2013/10/01.