Hydrogen Peroxide → HCID 22706889、化合物

HRID 353027ノート

反応式

HRID 353027 の反応式
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15]CC2C=CC=CC=2)[C:10]=1[O:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:31]O>CC(O)=O.C(Cl)Cl>[CH2:1]([O:8][C:9]1[C:14](=[O:31])[CH:13]=[CH:12][C:11](=[O:15])[C:10]=1[O:23][CH2:24][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 784Hydrogen PeroxideHCID 205433631,1',1''-[Benzene-1,2,3-triyltris(oxymethylene)]tribenzene

生成物 1

HCID 22706889HCID 22706889、化合物

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 1,2,3-tribenzyloxybenzene 8 (2.0 g, 5.0 mmol) in HOAc (30 mL), K3Fe(CN)6 (0.82 g, 2.5 mmol) and 30% H2O2 (1.3 g, 11.5 mmol) were added and the resulting solution stirred at room temperature for 18 h. The solution was diluted with 50 mL CH2Cl2 and the organic layer subsequently washed with H2O, saturated aqueous NaHCO3 and brine. Drying and concentration resulted in a red oil. Purification by radial chromatography (2 mm thickness, EtOAc/hexane, 1:19, v/v) afforded 9 as a red oil. 1H NMR (CDCl3): δ7.36-7.32 (m, 10 H), 6.58 (s, 2 H), 5.20 (s, 4 H). 13C NMR (CDCl3): δ184.1, 145.2, 136.1, 134.6 128.5, 128.4, 128.1, 75.1. Anal. Calcd for C20H18O4: C, 74.99; H, 5.03. Found: C, 75.04; H, 5.06. HRMS (FAB) calcd for C20H16O4 (M+H+): 320.1049. Found: 320.1059.

後処理

  1. washthe organic layer subsequently washed with H2O, saturated aqueous NaHCO3 and brine
  2. customDrying
  3. concentrationconcentration
  4. customresulted in a red oil
  5. customPurification by radial chromatography (2 mm thickness, EtOAc/hexane, 1:19, v/v)

出典と根拠

ORDレコード
ord-96f6f10190f643178b0db865f396d35e
出典データセット
uspto-grants-2004_06
特許番号
US06750049B1

反応ノート

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