Reaktion #11826

Reaktionsgleichung

4-aminoethylphenol

triethylamine

vinylacetyl chloride

→

4-vinylacetamidoethyl phenol

Ausbeute 80.0%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeA 1000 mL 3-neck, round bottom flask connected with a reflux condenser and a drying tube
2. 2
   TemperaturThe contents are chilled with an ice bath
3. 3
   SonstigeThe ice bath is then removed
4. 4
   FiltrationThe mixture is then filtered
5. 5
   Sonstigecondensed
6. 6
   Sonstigeto give
7. 7
   Sonstigea final purified product with a yield of at least 80 percent

Vorschrift

A 1000 mL 3-neck, round bottom flask connected with a reflux condenser and a drying tube, is charged with 250 mL of methylene chloride, 5.48 grams (0.04 mole) 4-aminoethylphenol and 4.04 grams (0.04 mole) triethylamine. The contents are chilled with an ice bath. Through a dropping funnel, 4.18 grams (0.04 mole) of vinylacetyl chloride is added into the flask over a period of 30 minutes. The ice bath is then removed and the contents are continuously stirred overnight. The mixture is then filtered and then condensed using a rotavapor. HPLC analysis indicates only one major product. The product is then passed through silica gel chromatography to give a final purified product with a yield of at least 80 percent. The product is identified by NMR and Mass Spectroscopy.

Quelle