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

HRID 1903425노트

반응식

HRID 1903425 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e94624aecc964264a3b18c7783d81f63
출처 데이터셋
uspto-grants-1984_03
특허 번호
US04436753

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