Reaktion #77608

Reaktionsgleichung

sodium hydroxide

dimethyl 4-[5-(2-ethyl-[1,3]dioxolan-2-yl)-2-thienylmethoxy]phthalate

lithium aluminium hydride

water

water

→

solid

{5-[5-(2-Ethyl-[1,3]dioxolan-2-yl)-2-thienylmethoxy]-2-hydroxymethylphenyl}methanol

Lösungsmittel

ethyl ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGAfter stirring for 20 minutes
2. 2
   Filtrationthe medium is then filtered
3. 3
   EinengenThe filtrate is concentrated under reduced pressure
4. 4
   Sonstigethe residue obtained
5. 5
   Sonstigeis then purified by chromatography on a column of silica

Vorschrift

12.7 g (31.5 mmol) of dimethyl 4-[5-(2-ethyl-[1,3]dioxolan-2-yl)-2-thienylmethoxy]phthalate are dissolved in 500 mL of anhydrous ethyl ether. 2.87 g (75.7 mmol) of lithium aluminium hydride are added and the reaction medium is stirred at 0° C. for 1 hour. 2.9 mL of water are then added slowly, followed by 2.9 mL of aqueous 15% sodium hydroxide, and then 8.7 mL of water are also added slowly. After stirring for 20 minutes, the medium is then filtered. The filtrate is concentrated under reduced pressure and the residue obtained is then purified by chromatography on a column of silica. A white solid (m.p.: 78-80° C.) is obtained (m=8 g; Y=72%).

Quelle