Dimethylformamide → HCID 12824080、化合物

HRID 2412836ノート

反応式

HRID 2412836 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 12824080HCID 12824080、化合物

試薬・触媒・溶媒 1

HCID 977Oxygen溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6951302e22984edfbbd17a7c0d7586a0
出典データセット
uspto-grants-1985_01
特許番号
US04495104

反応ノート

読み込み中…