Acetone → (S)-3-Methylheptanoic acid

HRID 35724노트

반응식

HRID 35724 반응식
[CH3:1][C@@H:2]([CH2:6][CH2:7][CH2:8][CH3:9])[CH2:3][CH2:4][OH:5].CC(C)=[O:12].CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O.C(O)(C)C>CO.O>[CH3:1][C@@H:2]([CH2:6][CH2:7][CH2:8][CH3:9])[CH2:3][C:4]([OH:12])=[O:5]

참가 물질

7

반응물 4

HCID 180AcetoneHCID 3776IsopropanolHCID 12490717(3S)-3-Methylheptan-1-OLHCID 131709961Jones' reagent

생성물 1

HCID 10290853(S)-3-Methylheptanoic acid

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

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.).

후처리

  1. customdropwise at 15°-20° C
  2. waitcontinued for 30 minutes
  3. extractionthe product extracted with ether
  4. washwashed with water
  5. dry with materiala sodium bisulfite solution and a brine solution and dried over magnesium sulfate
  6. customRemoval of the solvent
  7. customgave 10 g

출처 및 근거

ORD 기록
ord-4b7718dd457742439e1d252eee46b58a
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04767743

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