Phenol, 4-bromo-, 1-acetate → Triacetylresveratrol

HRID 1163270

反応式

HRID 1163270 の反応式
[C:1]([O:4][C:5]1[CH:6]=[C:7]([CH:10]=[C:11]([O:13][C:14](=[O:16])[CH3:15])[CH:12]=1)[CH:8]=[CH2:9])(=[O:3])[CH3:2].[C:17]([O:20][C:21]1[CH:26]=[CH:25][C:24](Br)=[CH:23][CH:22]=1)(=[O:19])[CH3:18].C([O-])(O)=O.[Na+]>[Cl-].C([N+](CCCC)(CCCC)CCCC)CCC.CN(C=O)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[C:1]([O:4][C:5]1[CH:6]=[C:7](/[CH:8]=[CH:9]/[C:24]2[CH:25]=[CH:26][C:21]([O:20][C:17](=[O:19])[CH3:18])=[CH:22][CH:23]=2)[CH:10]=[C:11]([O:13][C:14](=[O:16])[CH3:15])[CH:12]=1)(=[O:3])[CH3:2]

参加物

7

反応物 3

HCID 74726Phenol, 4-bromo-, 1-acetateHCID 516892Sodium BicarbonateHCID 113105593,5-Diacetoxy Styrene

生成物 1

HCID 5962587Triacetylresveratrol

試薬・触媒・溶媒 3

HCID 70681Tetrabutylammonium Chloride触媒HCID 167845palladium(II) acetate触媒HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
100 °C

実験手順

A flask equipped with magnetic stirrer was charged with 50 mg (0.23 mmol, 1 eq) of 3,5-diacetoxystyrene, 49 mg (0.23 mmol) of 4-acetoxybromobenzene, 46 mg (0.27 mmol) of NaHCO3 and 78 mg (0.54 mmol, 2.4 eq) of tetrabutylammoniumchloride. The reactants were suspended in 2 ml DMF and the mixture was flushed with argon and then evacuated. The argon flushing and evacuation procedure was carried out three times. The reaction was started by adding 0.76 mg of palladium acetate in 50 μl of de-aerated DMF (3 μmol, 1.5 mol %), and stirred at 100° C. for three hours. Work-up of the reaction mixture following the procedure of Example 5 gave (E)-3,4′,5-triacetoxystilbene.

後処理

  1. customA flask equipped with magnetic stirrer
  2. customthe mixture was flushed with argon
  3. customevacuated

出典と根拠

ORDレコード
ord-c1bbab8e0da74da3ae16839899640c2c
出典データセット
uspto-grants-2010_10
特許番号
US07820848B2

関連ノート

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