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

HRID 65647노트

반응식

HRID 65647 반응식
[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]

참가 물질

6

반응물 2

HCID 227969758-methylsulfonyl-12(S)-hydroxy-10-heptadecynoic acidHCID 178418361HCID 178418361, 화합물2회

생성물 1

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

시약·촉매·용매 3

HCID 23939Platinum촉매HCID 8078Cyclohexane용매HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-795fd7fc047b43eeb361c79fcdcd9cb8
출처 데이터셋
uspto-grants-1978_12
특허 번호
US04128564

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