Réaction #9749

Équation de réaction

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

Solvants

tetrahydrofuran

Conditions de réaction

Traitement

1. 1
   ConcentrationThe reaction mixture was concentrated
2. 2
   Autrethe residue partitioned between ethyl acetate and water
3. 3
   AutreThe organic layer was collected
4. 4
   Séchagedried over sodium sulfate
5. 5
   Concentrationconcentrated
6. 6
   Autrethe residue purified by SPE (Si cartridge)
7. 7
   Lavageeluting with cyclohexane:ethyl acetate (20:1)

Mode opératoire

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.

Source