4-Chlorophenyl Acetate → Triacetylresveratrol

HRID 1163271

反応式

HRID 1163271 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].[O-]P(OP(OP([O-])([O-])=O)([O-])=O)(=O)[O-].[K+].[K+].[K+].[K+].[K+].C12(P(C34CC5CC(CC(C5)C3)C4)CCCC)CC3CC(CC(C3)C1)C2>>[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 134104-Chlorophenyl AcetateHCID 61695Pentapotassium TriphosphateHCID 113105593,5-Diacetoxy StyreneHCID 11371790Bis(adamantan-1-yl)(butyl)phosphane

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 119 mg (0.7 mmol) of 4-acetoxychlorobenzene, 200 mg (0.84 mmol, 1.2 eq) of 3,5-diacetoxystyrene, 177 mg (0.84 mmol, 1.2 eq) of potassium triphosphate, 5 mg of diadamantyl-n-butylphosphine (0.014 mmol, 2 mol %) and 3.7 mg (0.003 mmol, 0.5 mol %) of tris(dibenzylideneacetone)-dipalladium chloroform complex. The tube was evacuated and flushed with argon three times, and 2 ml of de-aerated DMAc was added under inert conditions. The reaction was carried out under stirring for 15.5 hours at 120° C. Work-up of the reaction mixture following the procedure of Example 5 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 2 ml of de-aerated DMAc
  4. additionwas added under inert conditions

出典と根拠

ORDレコード
ord-d2ca098f09834c4cad0be0b1f98ebcb7
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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