Reaktion #52866

Reaktionsgleichung

methyl 5,5-dimethyl-5,6-dihydro-8-(2-thienyl)-2-naphthalenecarboxylate

Compound E5

methyl 5,5-dimethyl-5,6-dihydro-8-(2-thienyl)-2-naphthalenecarboxylate

NaOH

→

title compound

5,5-dimethyl-5,6-dihydro-8-(2-thienyl)-naphthalene-2-carboxylic Acid

Lösungsmittel

EtOH

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled to room temperature
2. 2
   Sonstigequenched with 1M HCl
3. 3
   ExtraktionThe mixture was extracted with EtOAc
4. 4
   Waschenthe combined organic layers washed with H2O and saturated aqueous NaCl
5. 5
   Trocknenbefore being dried over MgSO4
6. 6
   SonstigeRemoval of the solvents under reduced pressure

Vorschrift

To a solution of methyl 5,5-dimethyl-5,6-dihydro-8-(2-thienyl)-2-naphthalenecarboxylate (Compound E5, 430.0 mg, 1.44 mmol) in 3.0 mL of EtOH and 3.0 mL THF was added NaOH (240.0 mg, 6.00 mmol; 3.0 mL of a 2N aqueous solution). The resulting solution was warmed to 35° C. for 6 h, cooled to room temperature and quenched with 1M HCl. The mixture was extracted with EtOAc and the combined organic layers washed with H2O and saturated aqueous NaCl before being dried over MgSO4. Removal of the solvents under reduced pressure afforded the title compound as a pale yellow solid.

Quelle