8-methylsulfonyl-12(S)-hydroxy-10-heptadecynoic acid → 8-methylsulfonyl-12(S)-hydroxyheptadecanoic acid

HRID 263009ノート

反応式

HRID 263009 の反応式
[CH3:1][S:2]([CH:5]([CH2:15][C:16]#[C:17][C@@H:18]([OH:24])[CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])(=[O:4])=[O:3].[H][H]>[Pt].C(OCC)(=O)C.C1CCCCC1>[CH3:1][S:2]([CH:5]([CH2:15][CH2:16][CH2:17][C@@H:18]([OH:24])[CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])(=[O:3])=[O:4]

参加物

6

反応物 2

HCID 227969758-methylsulfonyl-12(S)-hydroxy-10-heptadecynoic acidHCID 178418361HCID 178418361、化合物2 回

生成物 1

HCID 227969768-methylsulfonyl-12(S)-hydroxyheptadecanoic acid

試薬・触媒・溶媒 3

HCID 23939Platinum触媒HCID 8078Cyclohexane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

8-Methylsulfonyl-12(S)-hydroxy-10-heptadecynoic acid (36.0 g., 0.10 mole) and 5% platinum-on-charcoal catalyst (4.0 g.) are placed in a mixture of ethyl acetate (100 ml.) and cyclohexane (200 ml.) and hydrogenated in a Parr apparatus with an initial hydrogen pressure of 45 pounds per square inch. The uptake of the required 0.2 mole of hydrogen is complete in 20 minutes. The catalyst is removed by filtration and the solvents evaporated to leave the product as a residual oil weighing 33.5 g. It is purified by chromatography on silica gel with benzene-dioxane-acetic acid elution. The title compound is obtained as a nearly colorless viscous oil.

後処理

  1. customThe catalyst is removed by filtration
  2. customthe solvents evaporated

出典と根拠

ORDレコード
ord-d3de8fcd40ae4955b22a7d9023af86ac
出典データセット
uspto-grants-1979_05
特許番号
US04155908

反応ノート

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