Methanol → 8-Oxo-5-eicosynoic Acid

HRID 1165248ノート

反応式

HRID 1165248 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 147482608-Oxo-5-eicosynoic Acid

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-e492df31e6cc4ebea73dde5da3ff4333
出典データセット
uspto-grants-1990_03
特許番号
US04908384

反応ノート

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