Réaction #64002

Équation de réaction

3-(S)-methyl-1-heptanol

Jones reagent

isopropanol

acetone

→

3-(S)-methylheptanoic acid

Solvants

CH3OH

water

Conditions de réaction

Traitement

1. 1
   Autredropwise at 15°-20° C
2. 2
   workup.WAITcontinued for 30 minutes
3. 3
   Extractionthe product extracted with ether
4. 4
   Lavagewashed with water
5. 5
   Séchagea sodium bisulfite solution and a brine solution and dried over magnesium sulfate
6. 6
   AutreRemoval of the solvent
7. 7
   Autregave 10 g

Mode opératoire

To 10 g. of 3-(S)-methyl-1-heptanol in 175 ml. of acetone was added over 45 minutes 90 ml. of Jones reagent dropwise at 15°-20° C. After 15 minutes, 15 ml. of isopropanol was added and stirring continued for 30 minutes. The reaction was poured into water and the product extracted with ether. The extracts were combined, washed with water, a sodium bisulfite solution and a brine solution and dried over magnesium sulfate. Removal of the solvent gave 10 g. of the product as a liquid, b.p. 84°-88° C./0.4 torr, [alpha]D =-4.46 (CH3OH C=0.105 g/ml.).

Source