A new synthetic route to polyfluorobenzyl alcohol

Ethylenation of aldehydes to 3-propanal, propanol and propanoic acid derivatives

“…Pentafluoro derivative 5o underwent a nucleophilic aromatic substitution (S N Ar) displacing one of the fluorine substituents to give 8o in an approximate 4:1 ratio 6o : 8o (Fig. 6 ), similar observations are reported in the literature with related substrates 19 . When para -trifluoromethyl derivative 6n was exposed to LiAlH 4 it underwent a hydride-fluorine exchange to give the para- difluoromethyl compound 8n (Fig.…”

Design, Synthesis, and Insecticidal Activities of Novel Monohalovinylated Pyrethroids

“…All anhydrous solvents were dried and purified according to standard techniques just before use. Methyl 2,2-dimethyl-3-formylcyclopropanecarboxylate, 2- and 3-fluoro-4-(methoxymethyl)benzyl alcohol, 2- and 3-fluoro-4-methylbenzyl alcohol, 2,3,5,6-tetrafluoro-4-methylbenzyl alcohol, 2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl alcohol, 2,3,5,6-tetrafluorobenzyl alcohol, and 2,3,4,5,6-pentafluorobenzyl alcohol were synthesized according to literature methods . 4-Hepten-1-yn-3-ol, 2-cyclopenten-1-one, and 3-phenoxybenzaldehyde were provided by Zhongxi Yaoye Corp.…”

Zinc Borohydride

“…7 (G) Zhang et al reported an economical and effective synthesis of polyfluorinated benzyl alcohols, important intermediates in the synthesis of pharmaceutical and other kind of materials, from adequate substituted polyfluorobenzenes with zinc borohydride in diglyme. 8 (H) Towards the total synthesis of the marine alkaloid sarain A, Hong and colleagues employed Zn(BH 4 ) 2 as reduction agent of two important intermediates. They observed the reduction of the ketone carbonyl in good yields leading to the single stereoisomer.…”