Reaktion #347384

Reaktionsgleichung

product

Valproic acid chloride

2-iodoethanol

→

valproic acid

Ausbeute 138.7%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling in an ice bath
2. 2
   Sonstigeremoved from the
3. 3
   Temperaturheat
4. 4
   workup.STIRRINGstirred for an additional 10 minutes
5. 5
   workup.DISSOLUTIONThe reaction mixture was then dissolved in 50 ml of ether
6. 6
   Waschenwashed with water (1×30 ml), 5% NaOH (2×30 ml)
7. 7
   TrocknenThe ether layer was dried over anhydrous sodium sulfate
8. 8
   Sonstigethe solvent was removed under reduced pressure

Vorschrift

To the product of Example 87 (4.87 g, 30 mmol), 2-iodoethanol (5.16 g, 30 mmol) was added with stirring and cooling in an ice bath. The neat mixture was then heated to 100° C. in a water bath for 10 minutes, then removed from the heat and stirred for an additional 10 minutes. The reaction mixture was then dissolved in 50 ml of ether, washed with water (1×30 ml), 5% NaOH (2×30 ml), and again with water (2×30 ml). The ether layer was dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure. A light yellow liquid product was obtained in 67% yield from valproic acid (6.0 g). Silver nitrate gave a bright yellow precipitate. NMR analysis confirmed the identity of the product.

Quelle