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

HRID 364660

反応式

HRID 364660 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.Cl.[C:25](Cl)(=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[N:28][CH:27]=1>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:25](=[O:32])[C:26]2[CH:31]=[CH:30][CH:29]=[N:28][CH:27]=2)[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

5

反応物 3

HCID 313Hydrochloric AcidHCID 82604Nicotinoyl chlorideHCID 235736Flavokavain A

生成物 1

HCID 537115972',4,4'-Trimethoxy-6'-(nicotinoyloxy)chalcone収率 83%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A solution of 2'-hydroxy-4,4',6'-trimethoxychalcone (1 g) and hydrochloride of nicotinoyl chloride (0.6 g) in 20 ml of pyridine was stirred at room temperature for 4 hours. After removal of the solvent followed by addition of saturated aqueous sodium bicarbonate (50 ml) to the residue, the mixture was extracted with ethyl acetate (100 ml). The extract was washed with water, dried over Na2SO4 and evaporated under reduced pressure to give an oily residue. Crystallization from methanol/hexane gave 1.1 g (83% yield) of 2',4,4'-trimethoxy-6'-(nicotinoyloxy)chalcone as pale yellow needles; m.p. 55°-60° C.

後処理

  1. customAfter removal of the solvent
  2. additionfollowed by addition of saturated aqueous sodium bicarbonate (50 ml) to the residue
  3. extractionthe mixture was extracted with ethyl acetate (100 ml)
  4. washThe extract was washed with water
  5. dry with materialdried over Na2SO4
  6. customevaporated under reduced pressure
  7. customto give an oily residue
  8. customCrystallization from methanol/hexane

出典と根拠

ORDレコード
ord-56af71c55d844fe89e0f759430afc0cc
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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