Réaction #57652

Équation de réaction

3-methyl-4-trifluoromethanesulfonyloxy-benzofuran-2-carboxylic acid tert-butyl ester

K3PO4

morpholine

dioxane

→

3-methyl-4-morpholin-4-yl-benzofuran-2-carboxylic acid tert-butyl ester

Rendement 60.5%

Solvants

water

Conditions de réaction

Traitement

1. 1
   TempératureThe mixture was heated
2. 2
   Extractionwas extracted with ethyl acetate
3. 3
   ExtractionThe organic extract
4. 4
   Lavagewas washed with water
5. 5
   Séchagedried over sodium sulfate
6. 6
   AutreRemoval of the solvent in vacuo
7. 7
   Autregave the crude product, which
8. 8
   Autrewas purified by column chromatography

Mode opératoire

To 3-methyl-4-trifluoromethanesulfonyloxy-benzofuran-2-carboxylic acid tert-butyl ester (190 mg, 0.5 mmol) was added K3PO4 (159 mg, 0.75 mmol), morpholine (52 mg, 0.6 mmol), Pd(OAc)2 (10 mg) and 4 mL of dioxane. The mixture was heated and stirred in an 85° C. oil bath overnight. The reaction mixture was poured into water and was extracted with ethyl acetate. The organic extract was washed with water and dried over sodium sulfate. Removal of the solvent in vacuo gave the crude product, which was purified by column chromatography to give 96 mg of 3-methyl-4-morpholin-4-yl-benzofuran-2-carboxylic acid tert-butyl ester, obtained as white solid.

Source