Oxygen → 6-(22-Hydroxydocosyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone

HRID 1903425ノート

反応式

HRID 1903425 の反応式
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]1[C:29]([OH:30])=[C:28]([O:31][CH3:32])[C:27]([O:33][CH3:34])=[CH:26][C:25]=1[CH3:35].[O:36]=O>CN(C)C=O>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]1[C:29](=[O:30])[C:28]([O:31][CH3:32])=[C:27]([O:33][CH3:34])[C:26](=[O:36])[C:25]=1[CH3:35]

参加物

4

反応物 2

HCID 977OxygenHCID 128241256-(22-Hydroxydocosyl)-2,3-dimethoxy-5-methylphenol

生成物 1

HCID 128241306-(22-Hydroxydocosyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

In dimethylformamide (200 ml) are suspended 6-(22-hydroxydocosyl)-2,3-dimethoxy-5-methyl phenol (300 mg) and bis(4-hydroxysalicylidene)ethylenediiminocobalt(II) (50 mg). The suspension is stirred in an oxygen gas stream at ambient temperature and atmospheric pressure for 7 days. The insoluble matter is filtered off and the filtrate is concentrated under reduced pressure. The residue is diluted with water and extracted with ethyl acetate. The extract is treated in a conventional manner and the product is chromatographed on a silica gel column. The fractions obtained by elution with chloroform are pooled and recrystallized from ethanol to give orange-yellow needles of 6-(22-hydroxydocosyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone (I, n=22). m.p. 89°-90.5° C.

後処理

  1. filtrationThe insoluble matter is filtered off
  2. concentrationthe filtrate is concentrated under reduced pressure
  3. additionThe residue is diluted with water
  4. extractionextracted with ethyl acetate
  5. additionThe extract is treated in a conventional manner
  6. customthe product is chromatographed on a silica gel column
  7. customThe fractions obtained by elution with chloroform
  8. customrecrystallized from ethanol

出典と根拠

ORDレコード
ord-e94624aecc964264a3b18c7783d81f63
出典データセット
uspto-grants-1984_03
特許番号
US04436753

反応ノート

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