Dimethylformamide → HCID 12824080, 화합물

HRID 2412836노트

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HRID 2412836 반응식
[OH:1][C:2]1[C:7]([O:8][CH3:9])=[C:6]([O:10][CH3:11])[CH:5]=[C:4]([CH3:12])[C:3]=1[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][C:34]([OH:36])=[O:35].CN(C)C=[O:40]>O=O>[C:34]([CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][C:3]1[C:2](=[O:1])[C:7]([O:8][CH3:9])=[C:6]([O:10][CH3:11])[C:5](=[O:40])[C:4]=1[CH3:12])([OH:36])=[O:35]

참가 물질

4

반응물 2

HCID 6228DimethylformamideHCID 1282407422-(2-Hydroxy-3,4-dimethoxy-6-methylphenyl)docosanoic acid

생성물 1

HCID 12824080HCID 12824080, 화합물

시약·촉매·용매 1

HCID 977Oxygen용매

실험 절차

To a solution of 300 mg of 22-(2-hydroxy-3,4-dimethoxy-6-methylphenyl)docosanoic acid (IV:n=21, R=H) in 20 ml of N,N-dimethylformamide is added 50 mg of bis(salicylidene)ethylenediiminocobalt(II) and the mixture is stirred in oxygen gas stream at room temperature for 24 hours. The insolubles are filtered off and the filtrate is concentrated under reduced pressure. The residue is dissolved in ethyl acetate, washed with water and dried. The solvent is distilled off and the residue is dissolved in chloroform and column-chromatographed on silica gel, elution being carried out with chloroform. The eluate is recrystallized from ethanol to obtain 6-(21-carboxyheneicosyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone (I:n=21, R=H) as orange-yellow needles melting at 86° C.-87° C.

후처리

  1. filtrationThe insolubles are filtered off
  2. concentrationthe filtrate is concentrated under reduced pressure
  3. dissolutionThe residue is dissolved in ethyl acetate
  4. washwashed with water
  5. customdried
  6. distillationThe solvent is distilled off
  7. dissolutionthe residue is dissolved in chloroform
  8. customcolumn-chromatographed on silica gel, elution
  9. customThe eluate is recrystallized from ethanol

출처 및 근거

ORD 기록
ord-6951302e22984edfbbd17a7c0d7586a0
출처 데이터셋
uspto-grants-1985_01
특허 번호
US04495104

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