Methanol → 8-Oxo-5-eicosynoic Acid

HRID 1165248

반응식

HRID 1165248 반응식
[OH:1][CH:2]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH2:3][C:4]#[C:5][CH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10].CCOCC.CO>CC(C)=O>[O:1]=[C:2]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH2:3][C:4]#[C:5][CH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10]

참가 물질

5

반응물 3

HCID 887MethanolHCID 3283Diethyl EtherHCID 147482558-Hydroxy-5-eicosynoic acid

생성물 1

HCID 147482608-Oxo-5-eicosynoic Acid

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A solution of 4.22 g of 8-hydroxy-5-eicosynoic acid, the product of Example 1d, in 200 ml of acetone with vigorous stirring at 5° was added 5.5 ml of Jone's reagent (2.67M). The reaction mixture was stirred for 30 min and then 700 ml of Et2O and 2 ml of MeOH was added and stirred for additional 3 min. The resulting reaction mixture was washed with H2O, saturated NaCl solution and dried over MgSO4. The crude product after removal of solvent was recrystallized in cyclohexane to yield the title compound, mp 79°-80.5°.

후처리

  1. stirringstirred for additional 3 min
  2. customThe resulting reaction mixture
  3. washwas washed with H2O, saturated NaCl solution
  4. dry with materialdried over MgSO4
  5. customThe crude product after removal of solvent
  6. customwas recrystallized in cyclohexane

출처 및 근거

ORD 기록
ord-e492df31e6cc4ebea73dde5da3ff4333
출처 데이터셋
uspto-grants-1990_03
특허 번호
US04908384

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