An Alternative Synthesis of 2,6-Dimethoxyl-1,4-Benzoquinone

被引：1

作者：

Wang, Qian ^{[1
]}

Yang, Jian ^{[1
]}

Zheng, Yang ^{[1
]}

Liao, Xiali ^{[1
]}

机构：

[1] Kunming Univ Sci & Technol, Fac Life Sci & Technol, 727 South Jingming Rd, Kunming 650500, Yunnan, Peoples R China

来源：

JOURNAL OF CHEMICAL RESEARCH | 2017年 / 41卷 / 04期

基金：

中国国家自然科学基金;

关键词：

2; 6-dimethoxy-1; 4-benzoquinone; aniline;

D O I：

10.3184/174751917X14894997017379

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An economic four-step synthesis of 2,6-dimethoxy-1,4-benzoquinone was achieved in 68% overall yield starting from aniline. The reaction sequence involved conversion to 1,3,5-tribromoaniline, deamination, methoxylation, and oxidation. The procedure is operationally simple and amenable to scale-up production.

引用

页码：193 / 194

页数：2

共 19 条

[1] The first method for C-devinylation of aromatic systems [J].

Bharate, Sandip B. ;

Mudududdla, Ramesh ;

Sharma, Rohit ;

Vishwakarma, Ram A. .

TETRAHEDRON LETTERS, 2013, 54 (23) :2913-2915

[2] Catalytic oxidation of para-substituted phenols with nitrogen dioxide and oxygen. [J].

Bozell, JJ ;

Hoberg, JO ;

Dimmel, DR .

TETRAHEDRON LETTERS, 1998, 39 (16) :2261-2264

[3] Comparison of the Antimicrobial and Antioxidant Activities of Selected Wheat Varieties [J].

Choi, Eun-Ji ;

Ka, Eun-Hye ;

Jo, Cha-Young ;

Jo, Sung-Hoon ;

Apostolidis, Emmanouil ;

Lee, Mee-Sook ;

Jang, Hae-Dong ;

Kwon, Young-In .

FOOD SCIENCE AND BIOTECHNOLOGY, 2014, 23 (03) :791-797

[4]

Coleman GH, 1933, ORG SYNTH, V13, P96

[5] Pulping catalysts from lignin .8. Nitrogen dioxide oxidation of lignins to benzoquinones [J].

Dimmel, DR ;

Kuroda, K ;

Pan, XQ ;

Bozell, JJ .

JOURNAL OF WOOD CHEMISTRY AND TECHNOLOGY, 1997, 17 (03) :235-258

[6]

Gu L., 1989, CHINESE J ORG CHEM, V9, P239

[7] ISOLATION OF 2,6-DIMETHOXY 1,4-BENZOQUINONE FROM HYDRANGEA (HYDRANGEA-MACROPHYLLA SERINGE VAR OTAKSA MAKINO) AND ITS DEODORANT ACTIVITY AGAINST METHYL MERCAPTAN [J].

HARASAWA, A ;

TAGASHIRA, A .

BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1994, 58 (11) :2073-2074

[8]

Karaket N, 2012, NAT PROD COMMUN, V7, P169

[9] Green, mild and efficient bromination of aromatic compounds by HBr promoted by trans-3,5-dihydroperoxy-3,5-dimothyl-1,2-dioxolane in water as a solvent [J].

Khosravi, Kaveh ;

Kazemi, Samira .

CHINESE CHEMICAL LETTERS, 2012, 23 (04) :387-390

[10] Antimicrobial Activities of 1,4-Benzoquinones and Wheat Germ Extract [J].

Kim, Myung-Hee ;

Jo, Sung-Hoon ;

Ha, Kyoung-Soo ;

Song, Ji-Hye ;

Jang, Hae-Dong ;

Kwon, Young-In .

JOURNAL OF MICROBIOLOGY AND BIOTECHNOLOGY, 2010, 20 (08) :1204-1209

← 1 2 →