Hydrochloric Acid → 2',4,4'-Trimethoxy-6'-(pivaloyloxy)-chalcone

HRID 364662

反応式

HRID 364662 の反応式
[OH:1][C:2]1[CH:19]=[C:18]([O:20][CH3:21])[CH:17]=[C:16]([O:22][CH3:23])[C:3]=1[C:4](=[O:15])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=1.[C:24](Cl)(=[O:29])[C:25]([CH3:28])([CH3:27])[CH3:26].Cl>N1C=CC=CC=1.CN(C)C1C=CN=CC=1>[CH3:23][O:22][C:16]1[CH:17]=[C:18]([O:20][CH3:21])[CH:19]=[C:2]([O:1][C:24](=[O:29])[C:25]([CH3:28])([CH3:27])[CH3:26])[C:3]=1[C:4](=[O:15])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 62493Pivaloyl chlorideHCID 235736Flavokavain A

生成物 1

HCID 538934382',4,4'-Trimethoxy-6'-(pivaloyloxy)-chalcone収率 115.7%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 1049Pyridine溶媒

実験手順

To a stirred solution of 300 mg of 2'-hydroxy-4,4',6'-trimethoxychalcone in 12 ml of pyridine were added 65 mg of p-(dimethylamino)-pyridine and 165 mg of pivaloyl chloride. After being stirred at room temperature for 4 hours, the reaction mixture was poured into 30 ml of ice-water. The mixture was acidified with hydrochloric acid and then extracted with 50 ml of ethyl acetate. The ethyl acetate extract was successively washed with 0.2N hydrochloric acid, 10% aqueous sodium carbonate and water, dried over sodium sulfate and then evaporated to give 440 mg of 2',4,4'-trimethoxy-6'-(pivaloyloxy)-chalcone;

後処理

  1. extractionextracted with 50 ml of ethyl acetate
  2. extractionThe ethyl acetate extract
  3. washwas successively washed with 0.2N hydrochloric acid, 10% aqueous sodium carbonate and water
  4. dry with materialdried over sodium sulfate
  5. customevaporated

出典と根拠

ORDレコード
ord-8bf1d3d0e1854433bb949a21000bad0d
出典データセット
uspto-grants-1986_08
特許番号
US04605674

関連ノート

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