Propionyl chloride → 2',4,4'-Trimethoxy-6'-(propionyloxy)chalcone

HRID 364658

반응식

HRID 364658 반응식
[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:27])[CH2:25][CH3:26]>N1C=CC=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:27])[CH2:25][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

참가 물질

4

반응물 2

HCID 62324Propionyl chlorideHCID 235736Flavokavain A

생성물 1

HCID 541174992',4,4'-Trimethoxy-6'-(propionyloxy)chalcone수율 90%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

A solution of 500 mg of 2'-hydroxy-4,4',6'-trimethoxychalcone and 0.15 ml of propionyl chloride in 5 ml of pyridine was stirred at room temperature for 6 hours. After removal of the solvent, the residue was treated with 10 ml of ice-water and 30 ml of chloroform. The mixture was shaken, and the chloroform layer was separated, washed with three 10 ml portions of water, dried over anhydrous sodium sulfate and then evaporated under reduced pressure. The oily residue was washed with a small amount of hexane, and the resulting solid was crystallized from ethanol/hexane, yielding 530 mg (90% yield) of 2',4,4'-trimethoxy-6'-(propionyloxy)chalcone as pale yellow needles; m.p. 117°-118° C.

후처리

  1. customAfter removal of the solvent
  2. additionthe residue was treated with 10 ml of ice-water and 30 ml of chloroform
  3. customthe chloroform layer was separated
  4. washwashed with three 10 ml portions of water
  5. dry with materialdried over anhydrous sodium sulfate
  6. customevaporated under reduced pressure
  7. washThe oily residue was washed with a small amount of hexane
  8. customthe resulting solid was crystallized from ethanol/hexane

출처 및 근거

ORD 기록
ord-f460867658d84ece8432a974c9b8d1bf
출처 데이터셋
uspto-grants-1986_08
특허 번호
US04605674

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