Water → 1-[8-(Benzyloxy)quinolin-5-yl]ethan-1-one

HRID 1722600ノート

反応式

HRID 1722600 の反応式
Cl.[C:2]([C:5]1[CH:14]=[CH:13][C:12]([OH:15])=[C:11]2[C:6]=1[CH:7]=[CH:8][CH:9]=[N:10]2)(=[O:4])[CH3:3].C(=O)([O-])[O-].[K+].[K+].[CH2:22](Cl)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.O>CN(C)C=O>[C:2]([C:5]1[CH:14]=[CH:13][C:12]([O:15][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[C:11]2[C:6]=1[CH:7]=[CH:8][CH:9]=[N:10]2)(=[O:4])[CH3:3]

参加物

6

反応物 4

HCID 962WaterHCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 200268805-Acetyl-8-hydroxyquinoline hydrochloride

生成物 1

HCID 137448911-[8-(Benzyloxy)quinolin-5-yl]ethan-1-one収率 57.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

27 g of 5-acetyl-8-hydroxyquinoline hydrochloride are dissolved in 540 ml of anhydrous dimethylformamide and 50 g of powdered potassium carbonate are added thereto. 18.4 g of benzyl chloride are added to the mixture at 50° C. under an argon atmosphere, and the mixture is stirred at the same temperature for 4.5 hours and then further stirred at room temperature for 1.5 hours. After the reaction, water is added to the mixture, and the aqueous mixture is extracted with ethyl acetate. The extract is washed with water, a saturated sodium chloride solution, dried and then evaporated under reduced pressure to remove ethyl acetate. The residue is recrystallized from ethanol. 19.1 g of 5-acetyl-8-benzyloxyquinoline are obtained as brownish prisms. 6.35 g of said product are further recovered from the mother liquor.

後処理

  1. stirringfurther stirred at room temperature for 1.5 hours
  2. additionis added to the mixture
  3. extractionthe aqueous mixture is extracted with ethyl acetate
  4. washThe extract is washed with water
  5. dry with materiala saturated sodium chloride solution, dried
  6. customevaporated under reduced pressure
  7. customto remove ethyl acetate
  8. customThe residue is recrystallized from ethanol

出典と根拠

ORDレコード
ord-a4400198f1a34552a552f4f1136d4bbd
出典データセット
uspto-grants-1989_08
特許番号
USRE033024

反応ノート

読み込み中…