Reaktion #579403

Reaktionsgleichung

2-methyl-3-naphthalen-1-ylthiophene

methacrylic acid

Eaton's reagent

→

product ( 2 )

Ausbeute 77.7%

2,5-dimethyl-3-naphthalen-1-yl-4,5-dihydrocyclopenta[b]thiophen-6-one

Ausbeute 77.7%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.DISSOLUTIONthe precipitated product was dissolved
2. 2
   SonstigeThe organic phase was removed
3. 3
   Waschenwashed with a saturated aqueous solution of sodium hydrogencarbonate
4. 4
   Trocknendried over magnesium sulfate
5. 5
   SonstigeAfter removing the solvent

Vorschrift

A mixture of 5 g of 2-methyl-3-naphthalen-1-ylthiophene (0.022 mol) and 2.1 ml of methacrylic acid (0.025 mol) was added within 15 minutes at 80° C. to 125 ml of Eaton's reagent. After a further 5 minutes, the reaction mixture was poured into ice-water and the precipitated product was dissolved by adding 300 ml of dichloromethane. The organic phase was removed, washed with a saturated aqueous solution of sodium hydrogencarbonate and dried over magnesium sulfate. After removing the solvent, 5 g of product (2) were obtained which, according to GC analysis, was present as a single isomer in 99% purity.

Quelle