Реакция #9749

Уравнение реакции

ethyl(4-hydroxy-2-methylphenoxy)acetate

intermediate 7

ethyl(4-hydroxy-2-methylphenoxy)acetate

2-(2-thienyl)ethanol

tri-n-butyl phosphine

→

title compound

ethyl[2-methyl-4-(2-thien-2-ylethoxy)phenoxy]acetate

Растворители

tetrahydrofuran

Условия реакции

Обработка

1. 1
   КонцентрированиеThe reaction mixture was concentrated
2. 2
   Другоеthe residue partitioned between ethyl acetate and water
3. 3
   ДругоеThe organic layer was collected
4. 4
   Сушкаdried over sodium sulfate
5. 5
   Концентрированиеconcentrated
6. 6
   Другоеthe residue purified by SPE (Si cartridge)
7. 7
   Промывкаeluting with cyclohexane:ethyl acetate (20:1)

Методика

A solution of ethyl(4-hydroxy-2-methylphenoxy)acetate (intermediate 7, 1.05 g) and 2-(2-thienyl)ethanol (0.64 g) in dry tetrahydrofuran was treated with tri-n-butyl phosphine (1.2 g) and azodicarbonyldimorpholide (1.53 g) and the mixture stirred at ambient temperature for 3 days. The reaction mixture was concentrated and the residue partitioned between ethyl acetate and water. The organic layer was collected, dried over sodium sulfate, concentrated and the residue purified by SPE (Si cartridge) eluting with cyclohexane:ethyl acetate (20:1) to give the title compound as a colourless oil.

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