반응 #2353598

반응 방정식

3-hydroxy-4-methylbenzaldehyde

n-hexylphosphonium bromide

potassium t-butoxide

→

title compound

수율 88.2%

5-[(1Z)-1-hepten-1-yl]-2-methylphenol

수율 88.2%

용매

t-butyl methyl ether

tetrahydrofuran

반응 조건

후처리

1. 1
   온도After cooling in ice bath
2. 2
   workup.STIRRINGwas stirred at room temperature for 1.5 hours
3. 3
   세척The solution was washed with dilute hydrochloric acid, water and brine
4. 4
   건조dried over anhydrous sodium sulfate
5. 5
   농축concentrated
6. 6
   기타The obtained residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:4)

실험 절차

Under an atmosphere of Argon, to a solution of n-hexylphosphonium bromide (1.07 g) in tetrahydrofuran (10 mL) was added potassium t-butoxide (336 mg) at room temperature and the solution was stirred for 30 minutes. After cooling in ice bath, 3-hydroxy-4-methylbenzaldehyde (136 mg) was added to the reaction solution, which was stirred at room temperature for 1.5 hours. The reaction solution was diluted with t-butyl methyl ether. The solution was washed with dilute hydrochloric acid, water and brine, dried over anhydrous sodium sulfate and concentrated. The obtained residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:4) to give the title compound (180 mg) having the following physical data.

출처