Reaktion #2375486

Reaktionsgleichung

ethyl 4-[1-(5-methyl-thien-2-yl)-3,4-dihydro-4,4-dimethyl-anthracen-8-yl]-benzoate

Compound 3

ethyl 4-[1-(5-methyl-thien-2-yl)-3,4-dihydro-4,4-dimethyl-anthracen-8-yl]-benzoate

MeOH

LiOH

water

→

title compound

4-[1(5-Methyl-thien-2-yl)3,4-dihydro-4,4-dimethyl-anthracen-8-yl]-benzoic acid

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewere removed by distillation
2. 2
   workup.ADDITIONthe mixture was further diluted the mixture with water (5 mL)
3. 3
   WaschenThe reaction mixture was washed with ether (10 mL)
4. 4
   Extraktionextracted with ethyl acetate (3×20 mL)
5. 5
   WaschenThe combined organic layers were washed water (5 mL), brine (10 mL)
6. 6
   Trocknendried with MgSO4
7. 7
   Sonstigethe solvent was removed by distillation
8. 8
   SonstigeThe product was recrystallized from acetone

Vorschrift

To a stirred solution of ethyl 4-[1-(5-methyl-thien-2-yl)-3,4-dihydro-4,4-dimethyl-anthracen-8-yl]-benzoate (Compound 3, 33 mg, 0.07 mmol), in THF (2 mL), MeOH (2 mL), was added aqueous LiOH (1M solution, 0.2 mL, 0.2 mmol). After 16 hours, water (2 mL) was added to the reaction mixture, about 50% of the organic solvents were removed by distillation, and the mixture was further diluted the mixture with water (5 mL). The reaction mixture was washed with ether (10 mL) and the aqueous layer was acidified to pH 4 and extracted with ethyl acetate (3×20 mL). The combined organic layers were washed water (5 mL), brine (10 mL), dried with MgSO4 and the solvent was removed by distillation. The product was recrystallized from acetone to obtain the title compound as a white solid.

Quelle