반응 #1122887

반응 방정식

lithium hydroxide monohydrate

tert-butyl 6-(4-ethoxycarbonylphenyl)spiro[2.5]octane-1-carboxylate

THF methanol

→

tert-butyl 6-(4-carboxyphenyl)-spiro[2.5]octane-1-carboxylate

수율 83.9%

용매

water

—

3/1

반응 조건

후처리

1. 1
   workup.ADDITIONis added
2. 2
   기타the reaction medium is evaporated
3. 3
   workup.ADDITIONaqueous 6% sulfur dioxide solution is added
4. 4
   여과The precipitate is filtered off

실험 절차

0.159 g of tert-butyl 6-(4-ethoxycarbonylphenyl)spiro[2.5]octane-1-carboxylate (0.44 mmol, 1 eq.) is placed in 4 mL of a 3/1 mixture of THF/methanol in a 50 mL round-bottomed flask. 0.075 g of lithium hydroxide monohydrate (1.78 mmol; 4 eq.) dissolved in 1 mL of water is added with stirring. After 16 hours at room temperature, the reaction medium is evaporated and aqueous 6% sulfur dioxide solution is added. The precipitate is filtered off to give 0.122 g of tert-butyl 6-(4-carboxyphenyl)-spiro[2.5]octane-1-carboxylate.

출처