反応 #1052700

反応方程式

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

溶媒

EtOH

THF

反応条件

後処理

1. 1
   温度cooled to room temperature
2. 2
   その他quenched with 1M HCl
3. 3
   抽出The mixture was extracted with EtOAc
4. 4
   洗浄the combined organic layers washed with H2O and saturated aqueous NaCl
5. 5
   乾燥before being dried over MgSO4
6. 6
   その他Removal of the solvents under reduced pressure

実験手順

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.

出典