Acetone → (S)-3-Methylheptanoic acid

HRID 35724ノート

反応式

HRID 35724 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

HCID 10290853(S)-3-Methylheptanoic acid

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

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.).

後処理

  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

出典と根拠

ORDレコード
ord-4b7718dd457742439e1d252eee46b58a
出典データセット
uspto-grants-1988_08
特許番号
US04767743

反応ノート

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