95652-83-8Relevant academic research and scientific papers
Practical acetalization and transacetalization of carbonyl compounds catalyzed by recyclable PVP-I
Cao, Fu-Rong,Lu, Guangying,Ren, Jiangmeng,Wang, Di,Zeng, Bu-Bing
, (2021/06/21)
A novel PVP-I catalyzed acetalizations/transacetalizations of carbonyl compounds has been developed processing with a mild and easy handling fashion. Different types of Acyclic and cyclic acetals were prepared from carbonyl compounds or their acetals successfully. Further applications of newly developed catalytic combination were testified. This protocol featured with simplicity of operation, mild reaction condition, short reaction time, recyclable of catalyst and broad substrates scope with excellent yields.
Process for the preparation of 2-chloro-5-chloromethylpyridine
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, (2008/06/13)
A process for the preparation of 2-chloro-5-chloromethylpyridine of the formula (I) STR1 which is used as an intermediate for the preparation of insecticides, the process comprising (a) reacting in a first step nicotinic acid of the formula (II) STR2 with phosphorus pentachloride, if appropriate in the presence of thionyl chloride and if appropriate in the presence of a diluent, (b) reacting in a second step the resulting 3-trichloromethylpyridine from the first step, of the formula III, STR3 with an alkali metal alkoxide of the formual (IV) in which R represents alkyl and M represents an alkali metal cation, if appropriate in the presence of a diluent, (c) reacting in a third step the resulting pyridine ether acetal from the second step, of the formula (V), STR4 in which R has the abovementioned meaning with water, if appropriate in the presence of a catalyst acid, (d) hydrogenating in a fourth step the resulting pyridine aldehyde from the third step, of the formula (VI), STR5 in which R has the abovementioned meaning with molecular hydrogen in the presence of a hydrogenation catalyst and, if appropriate, in the presence of a diluent, and, finally, (e) reacting in a fifth step the resulting pyridylmethanol from the fourth step of the formula (VII), STR6 in which R has the abovementioned meaning.
Transformations of trichloromethyl groups during reactions of 3-trichloromethylpyridines with methoxide
Dainter, Ronald S.,Jackson, Tracey,Omar, Abdirahman H. H.,Suschitzky, Hans,Wakefield, Basil J.,Hughes, Nigel,Nelson, Anthony J.,Varvounis, George
, p. 283 - 287 (2007/10/02)
When methoxide ion attacks an unsubstituted 2- or 6-position of a 3-trichloromethylpyridine, a hydrogen shift leads to a methoxy-substituted 3-dichloromethylpyridine. Further reaction of the dichloromethyl group with methoxide gives the corresponding acetal. This type of reaction has been applied to several chlorinated 3-trichloromethylpyridines and to 3- trichloromethylpyridine itself; a convenient synthesis of the latter is described.
ABNORMAL NUCLEOPHILIC SUBSTITUTION OF 3-TRICHLOROMETHYLPYRIDINES BY METHOXIDE
Dainter, Ronald S.,Suschitzky, Hans,Wakefield, Basil J.,Hughes, Nigel,Nelson, Anthony J.
, p. 5693 - 5696 (2007/10/02)
3-Trichloromethylpyridine and its α-chlorinated derivatives behave as ambident electrophilic substrates towards methoxide which attacks an α-position and the trichloromethyl group.
