반응 #9749

반응 방정식

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

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   농축The reaction mixture was concentrated
2. 2
   기타the residue partitioned between ethyl acetate and water
3. 3
   기타The organic layer was collected
4. 4
   건조dried over sodium sulfate
5. 5
   농축concentrated
6. 6
   기타the residue purified by SPE (Si cartridge)
7. 7
   세척eluting with cyclohexane:ethyl acetate (20:1)

실험 절차

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.

출처