تفاعل #684951

معادلة التفاعل

sodium hydroxide

sodium borohydride

sulfuric acid

p-n-propylbenzoic acid

→

title compound

المردود 90.1%

(4-Propylphenyl)methanol

المردود 90.1%

المذيبات

methanol

ether

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   أخرىthe temperature of the reaction system below 20° C.
2. 2
   workup.ADDITIONwere added
3. 3
   استخلاصthis mixture was extracted with ethyl acetate
4. 4
   غسيلThe ethyl acetate layer was washed with saturated brine
5. 5
   تجفيفdried over anhydrous magnesium sulfate
6. 6
   تركيزconcentrated under reduced pressure

الإجراء التجريبي

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.

المصدر