Реакция #332095

Уравнение реакции

methanesulfonic acid 1,4-dioxa-spiro[4.5]dec-8-yl ester

1,2,4-triazole

sodium hydride

→

final compound

4-[1,2,4]triazol-1-yl-cyclohexanone

1-(1,4-dioxa-spiro[4.5]dec-8-yl)-1H-[1,2,4]triazole

Растворители

—

ice water

DMF

Условия реакции

Обработка

1. 1
   Экстракцияextracted 3 portions of 75 mL of EtOAc
2. 2
   Сушкаdried over anhydrous Na2SO4
3. 3
   Концентрированиеconcentrated
4. 4
   ДругоеThe solid is purified by silica gel column chromatography

Методика

A solution of methanesulfonic acid 1,4-dioxa-spiro[4.5]dec-8-yl ester (567 mg, 2.40 mmol) and 1,2,4-triazole (232 mg, 3.36 mmol) in dry DMF (5.00 mL) is treated with sodium hydride 60% (125 mg, 3.12 mmol) at room temperature under nitrogen. The resulting mixture is stirred at 65° C. for 72 h. It is poured in ice water (75 mL), extracted 3 portions of 75 mL of EtOAc. The organic portions are combined, dried over anhydrous Na2SO4 and concentrated. The solid is purified by silica gel column chromatography using a gradient from 100% EtOAc to 5% MeOH:EtOAc as eluent to furnish the final compound 1-(1,4-dioxa-spiro[4.5]dec-8-yl)-1H-[1,2,4]triazole as a white solid.

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