Hydrogen Peroxide → Idebenone acid

HRID 1248596ノート

反応式

HRID 1248596 の反応式
C[O:2][C:3]1[C:21]([O:22][CH3:23])=[C:20]([O:24][CH3:25])[CH:19]=[C:18]([CH3:26])[C:4]=1[C:5]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([OH:17])=[O:16])=O.[OH:27]O.O>C(O)(=O)C>[CH3:23][O:22][C:21]1[C:3](=[O:2])[C:4]([CH2:5][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([OH:17])=[O:16])=[C:18]([CH3:26])[C:19](=[O:27])[C:20]=1[O:24][CH3:25]

参加物

5

反応物 3

HCID 784Hydrogen PeroxideHCID 962WaterHCID 128240729-(2',3',4'-Trimethoxy-6'-methylbenzoyl)nonanoic acid

生成物 1

HCID 10020898Idebenone acid

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

9-(2',3',4'-Trimethoxy-6'-methylbenzoyl)nonanoic acid (formula II-1 wherein R=Y=H3CO, X=H, n=8, in the free form) (0.09 part) was reduced with zinc amalgam (0.2 part) by a procedure similar to that described in Example 10 and oxidized with 30% hydrogen peroxide (10 volume parts) in acetic acid. Following the addition of water, the reaction mixture was extracted with diethyl ether (500 volume parts) and the extract was washed with water and dried. The ether was then removed by distillation. The procedure provided 2,3-dimethoxy-5-methyl-6-(9'-carboxynonyl)-1,4-benzoquinone (formula I-2 wherein R=H3CO, n=8, in the free form).

後処理

  1. extractionthe reaction mixture was extracted with diethyl ether (500 volume parts)
  2. washthe extract was washed with water
  3. customdried
  4. customThe ether was then removed by distillation

出典と根拠

ORDレコード
ord-8c0c867d50fb439ab119305ec2acf14f
出典データセット
uspto-grants-1985_06
特許番号
US04525361

反応ノート

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