Реакция #648193

Уравнение реакции

6-fluoro-pyridine-3-carbaldehyde

ethylene glycol

THF

→

title compound

Выход 39.0%

5-[1,3]Dioxolan-2-yl-2-fluoro-pyridine

Выход 39.0%

Растворители

chloroform isopropanol

Условия реакции

Обработка

1. 1
   ДругоеIn a pressure vessel, combine
2. 2
   ПромывкаWash the organic phase with saturated aqueous sodium chloride and water
3. 3
   СушкаDry the organic layer over sodium sulfate
4. 4
   КонцентрированиеConcentrate the solution in vacuo to brown oil
5. 5
   ДругоеPurify by column chromatography (20% ethyl acetate in hexane)

Методика

In a pressure vessel, combine 6-fluoro-pyridine-3-carbaldehyde (4 g, 32 mmol), ethylene glycol (3 g, 48 mmol), copper (II) chloride di-hydrate (0.56 g, 3.2 mmol) and THF (10 mL). Heat the mixture at 100° C. for 1 hour. Dilute the mixture with chloroform-isopropanol (3:1, 100 mL). Wash the organic phase with saturated aqueous sodium chloride and water. Dry the organic layer over sodium sulfate. Concentrate the solution in vacuo to brown oil. Purify by column chromatography (20% ethyl acetate in hexane) to afford the title compound (2.1 g, 39%) as a pale yellow oil. MS (ES) m/z 170 [M+1]+.

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