Reaktion #90560

Reaktionsgleichung

hexafluoroacetone

Hexafluoroacetone

n-BuLi

hexane

2,6-dibromo pyridine

→

2-(6-bromopyridin-2-yl)-1,1,1,3,3,3-hexafluoropropan-2-ol

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGcontinued stirring for another 2 h
2. 2
   SonstigeAfter completion of the reaction, it
3. 3
   Sonstigewas quenched with saturated ammonium chloride solution
4. 4
   SonstigeThe organic layer was separated
5. 5
   Extraktionaqueous phase was extracted again with diethyl ether
6. 6
   Trocknenthe combined organic layer was dried over sodium sulphate
7. 7
   Einengenconcentrated

Vorschrift

To a stirred solution of 2,6-dibromo pyridine 260 (2.37 g, 10 mmol) in dry THF, cooled to 0° C., n-BuLi 1.4 mmol in hexane (7.9 ml, 11 mmol) was added drop wise, and stirred for 10 min. Then hexafluoroacetone (CF3—CO—CF3) 244 was added to the reaction mixture and continued stirring for another 2 h. After completion of the reaction, it was quenched with saturated ammonium chloride solution. The organic layer was separated and aqueous phase was extracted again with diethyl ether, the combined organic layer was dried over sodium sulphate and concentrated to get the crude compound 2-(6-bromopyridin-2-yl)-1,1,1,3,3,3-hexafluoropropan-2-ol 261, which was purified through 100-200 mesh silica gel by eluting the compound at 15% Ethylacetate in hexane to get the thick oil compound 261.

Quelle