反応 #1493

反応方程式

methyl 5,5-dimethyl-5,6-dihydro-8-(phenylthio)-naphthalene-2-carboxylate

Compound E18

methyl 5,5-dimethyl-5,6-dihydro-8-(phenylthio)-naphthalene-2-carboxylate

NaOH

→

title compound

5,5-Dimethyl-5,6-dihydro-8-(phenylthio)-naphthalene-2-carboxylic acid

溶媒

EtOH

THF

反応条件

後処理

1. 1
   その他was quenched by the addition of 10% aqueous HCl
2. 2
   抽出The mixture was extracted with EtOAc
3. 3
   洗浄the combined organic layers washed with H2O and saturated aqueous NaCl
4. 4
   乾燥before being dried over Na2SO4
5. 5
   その他Removal of the solvents under pressure

実験手順

To a solution of methyl 5,5-dimethyl-5,6-dihydro-8-(phenylthio)-naphthalene-2-carboxylate (Compound E18, 300.0 mg, 0.926 mmol) in 4.0 mL of EtOH and 2.0 mL THF was added NaOH (200.0 mg, 5.00 mmol; 5.0 mL of a 1N aqueous solution). After stirring overnight at room temperature the reaction was quenched by the addition of 10% aqueous HCl. The mixture was extracted with EtOAc and the combined organic layers washed with H2O and saturated aqueous NaCl before being dried over Na2SO4. Removal of the solvents under pressure afforded the title compound as a yellow solid.

出典