Cesium carbonate → Triacetylresveratrol

HRID 1163272

反応式

HRID 1163272 の反応式
[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8](Cl)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[C:12]([O:15][C:16]1[CH:17]=[C:18]([CH:21]=[C:22]([O:24][C:25](=[O:27])[CH3:26])[CH:23]=1)[CH:19]=[CH2:20])(=[O:14])[CH3:13].C(=O)([O-])[O-].[Cs+].[Cs+].P(C(C)(C)C)(C(C)(C)C)C(C)(C)C>>[C:12]([O:15][C:16]1[CH:17]=[C:18](/[CH:19]=[CH:20]/[C:8]2[CH:9]=[CH:10][C:5]([O:4][C:1](=[O:3])[CH3:2])=[CH:6][CH:7]=2)[CH:21]=[C:22]([O:24][C:25](=[O:27])[CH3:26])[CH:23]=1)(=[O:14])[CH3:13]

参加物

5

反応物 4

HCID 10796Cesium carbonateHCID 134104-Chlorophenyl AcetateHCID 83681Tris(1,1-dimethylethyl)phosphineHCID 113105593,5-Diacetoxy Styrene

生成物 1

HCID 5962587Triacetylresveratrol

反応条件

温度
120 °C

実験手順

A 10 ml Schlenk tube equipped with magnetic stirrer was charged with 59 mg (0.7 mmol) of 4-acetoxychlorobenzene, 100 mg (0.84 mmol, 1.2 eq) of 3,5-diacetoxystyrene, 125 mg of cesium carbonate (0.38 mmol, 1.1 eq), 5 μl of P(t-Bu)3 (0.02 mmol, 6 mol %) and 5.57 mg (0.01 mmol, 1.5 mol %) of tris(dibenzylideneacetone)-dipalladium chloroform complex. The tube was evacuated and flushed with argon three times and 1 ml de-aerated dioxane was added under inert conditions. The reaction was carried out under stirring for 19 hours at 120° C. Work-up was conducted following the procedure of Example 5 and gave (E)-3,4′,5-triacetoxystilbene.

後処理

  1. customA 10 ml Schlenk tube equipped with magnetic stirrer
  2. customThe tube was evacuated
  3. customflushed with argon three times and 1 ml de-aerated dioxane
  4. additionwas added under inert conditions

出典と根拠

ORDレコード
ord-90a9fb2512bc429f84715d104b607e20
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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