Hydrochloric Acid → 4,5-dihydro-2-(2-phenylethyl)-6H-imidazo[4,5,1-ij]-quinolin-6-one

HRID 341826ノート

反応式

HRID 341826 の反応式
[NH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[NH:10][CH2:9][CH2:8][C:7]2=[O:12].[C:13]1([CH2:19][CH2:20][CH:21]=O)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.Cl>CO>[C:13]1([CH2:19][CH2:20][C:21]2[N:10]3[C:11]4[C:6]([C:7](=[O:12])[CH2:8][CH2:9]3)=[CH:5][CH:4]=[CH:3][C:2]=4[N:1]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 7707BenzenepropanalHCID 122973664(1H)-Quinolinone, 8-amino-2,3-dihydro-

生成物 1

HCID 158384624,5-dihydro-2-(2-phenylethyl)-6H-imidazo[4,5,1-ij]-quinolin-6-one

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Fifteen grams of 8-amino-2,3-dihydro-4(1H) -quinolinone was dissolved in methanol (300 mL), and after addition of 3-phenylpropionaldehyde (14.6 mL) and 1N HCl (3 mL), the mixture was stirred at room temperature for 2 hrs, followed by addition of silica gel (60 g) to the reaction mixture, and the solvent was removed under reduced pressure. The residue was heated at 100° C. for 2 hrs and purified by silica gel column chromatography (eluent: hexane/ethyl acetate) to yield the titled compound as yellow crystals (13.2 g).

後処理

  1. additionfollowed by addition of silica gel (60 g) to the reaction mixture
  2. customthe solvent was removed under reduced pressure
  3. temperatureThe residue was heated at 100° C. for 2 hrs
  4. custompurified by silica gel column chromatography (eluent: hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-a9c4227919b54ea4832e4ff9ece6810a
出典データセット
uspto-grants-1999_01
特許番号
US05856334

反応ノート

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