Efficient and green telescoped process to 2-methoxy-3-methyl-[1, 4] benzoquinone

RR González, C Gambarotti, L Liguori…

Index: Rodriguez Gonzalez, Raquel; Gambarotti, Cristian; Liguori, Lucia; Bjorsvik, Hans-Rene Journal of Organic Chemistry, 2006 , vol. 71, # 4 p. 1703 - 1706

Full Text: HTML

Citation Number: 19

Abstract

A telescoped process for the preparation of 2-methoxy-3-methyl-[1, 4] benzoquinone is disclosed. When this novel process is compared to the prevailing method that utilizes Na2Cr2O7 as the oxidant, the novel process represents a high yielding (95%), green, and environmentally benign alternative with H2O2 and HNO3 as the oxidants and CH3COOH as the reaction medium.

Related Articles:

Lewis acid-directed reactions of quinones with styrenyl systems: the case of 2-methoxy-3-methyl-1, 4-benzoquinone

[Engler, Thomas A.; Iyengar, Rajesh Journal of Organic Chemistry, 1998 , vol. 63, # 6 p. 1929 - 1934]

Metalation of phenols. Synthesis of benzoquinones by the oxidative degradation approach

[Saa, Jose M.; Llobera, Antonia; Garcia-Raso, Angel; Costa, Antonio; Deya, Pedro M. Journal of Organic Chemistry, 1988 , vol. 53, # 18 p. 4263 - 4273]

Cycloadditions of non-stabilized azomethine ylides and quinones synthesis of the Reniera isoindole

[Parker, Kathlyn A.; Cohen, Isaac D.; Padwa, Albert; Dent, William Tetrahedron Letters, 1984 , vol. 25, # 43 p. 4917 - 4920]

Total synthesis of elisabethin A: Intramolecular Diels-Alder reaction under biomimetic conditions

[Heckrodt, Thilo J.; Mulzer, Johann Journal of the American Chemical Society, 2003 , vol. 125, # 16 p. 4680 - 4681]

Oxidation of Methoxy-and/or Methyl-Substituted Benzenes and Naphthalenes to Quinones and Phenols by H 2 O 2 in HCOOH

[Orita, Hideo; Shimizu, Masao; Hayakawa, Takashi; Takehira, Katsuomi Bulletin of the Chemical Society of Japan, 1989 , vol. 62, # 5 p. 1652 - 1657]

More Articles...