반응 #684951

반응 방정식

sodium hydroxide

sodium borohydride

sulfuric acid

p-n-propylbenzoic acid

→

title compound

수율 90.1%

(4-Propylphenyl)methanol

수율 90.1%

용매

methanol

ether

tetrahydrofuran

반응 조건

후처리

1. 1
   기타the temperature of the reaction system below 20° C.
2. 2
   workup.ADDITIONwere added
3. 3
   추출this mixture was extracted with ethyl acetate
4. 4
   세척The ethyl acetate layer was washed with saturated brine
5. 5
   건조dried over anhydrous magnesium sulfate
6. 6
   농축concentrated under reduced pressure

실험 절차

A solution of sodium borohydride (2.9 g, 76 mmol) and concentrated sulfuric acid in ether (prepared by adding 2.0 ml of concentrated sulfuric acid to 4.0 ml of ether) was added dropwise to a solution of p-n-propylbenzoic acid (5.0 g, 32 mmol) in tetrahydrofuran (20 ml) cooled to 0° C. keeping the temperature of the reaction system below 20° C., and then this mixture was stirred at room temperature for 3 hours. After the mixture was cooled on ice, methanol and 1 N sodium hydroxide were added, and this mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure to give the title compound (4.33 g). This compound was used in the following reaction without purification.

출처