반응 #2000954

반응 방정식

tert-butyl 4-(2-hydroxyethyl)benzoate

tetrabromomethane

triphenylphosphine

→

title compound

수율 95.1%

tert-Butyl 4-(2-bromoethyl)benzoate

수율 95.1%

용매

THF

THF

oxygen

반응 조건

후처리

1. 1
   workup.ADDITIONare added dropwise
2. 2
   workup.STIRRINGthe reaction mixture is stirred at room temperature for 12 hours
3. 3
   기타the mixture is evaporated to dryness
4. 4
   기타the resulting residue is purified by flash chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 10:1)

실험 절차

7.16 g (21.59 mmol) of tetrabromomethane and 5.66 g (21.59 mmol) of triphenylphosphine are dissolved in 70 ml of THF with exclusion of oxygen and stirred at room temperature for 30 minutes. Then 3.2 g (14.4 mmol) of tert-butyl 4-(2-hydroxyethyl)benzoate, dissolved in 30 ml of THF, are added dropwise, and the reaction mixture is stirred at room temperature for 12 hours. After conversion is complete, the mixture is evaporated to dryness and the resulting residue is purified by flash chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 10:1). 3.9 g (13.7 mmol, 87% yield) of the title compound are obtained as a colourless oil.

출처