Catalyzed Oxidation of Alcohols by 2,2,6,6-Tetramethyl-1-iperidinyloxy with Sodium Bromate and Ferric Chloride as Accelorators

doi:10.11944/j.issn.1000-0518.2015.06.140331

Chinese Journal of Applied Chemistry ›› 2015, Vol. 32 ›› Issue (6): 666-670.DOI: 10.11944/j.issn.1000-0518.2015.06.140331

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Catalyzed Oxidation of Alcohols by 2,2,6,6-Tetramethyl-1-iperidinyloxy with Sodium Bromate and Ferric Chloride as Accelorators

CHU Chaosen^{a, b, *}, WANG Xiaoli^a, HU Yutao^a, YAN Xiumei^c, WANG Zheng^c

^aLianyungang TCM Branch of Jiangsu Union Technical Institute
^bLianyungang Common Technological Center for Drug Research and Development
^cJiangsu Deyuan Pharmaceutical Co.,Ltd.,Lianyungang,Jiangsu 222047,China

Received:2014-09-24 Accepted:2014-12-31 Published:2015-06-10 Online:2015-06-10
Contact: Chaosen CHU
Supported by:
Supported by Qinglan Project of Jiangsu Province (2014), Lianyungang Common Technological Center for Druug Research and Development (2013-2015), High Vels of Demonstration Bases Construction Project in Jiangsu Province (2013-2014)

Abstract

Abstract:

A 2,2,6,6-tetramethyl-1-piperidinyloxy catalytic system with sodium bromate and ferric chloride as accelorators(NaBrO₃-FeCl₃-TEMPO) was developed for efficient oxidation of alcohols. Taking example for benzyl alcohol, the molar ratios of TEMPO, NaBrO₃, H₂SO₄, FeCl₃·6H₂O relative to the substrate are optimized at 2%, 35%, 3.7% and 2%, respectively. Aromatic alcohol, aliphatic alcohol and heterocyclic alcohol can be effectively oxidized to the corresponding carbonyl compounds with high yields up to 99% and selectivity up to 99% at room temperature even under anaerobic conditions.

Key words: tetramethyl-piperidinyloxy, sodium bromate, alcohol, oxidation

CLC Number:

CHU Chaosen, WANG Xiaoli, HU Yutao, YAN Xiumei, WANG Zheng. Catalyzed Oxidation of Alcohols by 2,2,6,6-Tetramethyl-1-iperidinyloxy with Sodium Bromate and Ferric Chloride as Accelorators[J]. Chinese Journal of Applied Chemistry, 2015, 32(6): 666-670.

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Catalyzed Oxidation of Alcohols by 2,2,6,6-Tetramethyl-1-iperidinyloxy with Sodium Bromate and Ferric Chloride as Accelorators

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