4-(2-(Diethylamino)-Ethoxy)-Benzaldehyde → 2-[4-(2-Diethylamino-ethoxy)-benzylidene]-6-(2-imidazole-1-yl-ethoxy)-3,4-dihydro-2H-naphthalen-1-one

HRID 368304

反応式

HRID 368304 の反応式
[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[C:15](=[O:19])[CH2:14][CH2:13][CH2:12]3)[CH:5]=[CH:4][N:3]=[CH:2]1.[CH2:20]([N:22]([CH2:25][CH2:26][O:27][C:28]1[CH:35]=[CH:34][C:31]([CH:32]=O)=[CH:30][CH:29]=1)[CH2:23][CH3:24])[CH3:21]>[OH-].[K+].[Cl-].[Na+].O>[CH2:23]([N:22]([CH2:20][CH3:21])[CH2:25][CH2:26][O:27][C:28]1[CH:29]=[CH:30][C:31]([CH:32]=[C:14]2[CH2:13][CH2:12][C:11]3[C:16](=[CH:17][CH:18]=[C:9]([O:8][CH2:7][CH2:6][N:1]4[CH:5]=[CH:4][N:3]=[CH:2]4)[CH:10]=3)[C:15]2=[O:19])=[CH:34][CH:35]=1)[CH3:24]

参加物

5

反応物 2

HCID 4116744-(2-(Diethylamino)-Ethoxy)-BenzaldehydeHCID 15486912HCID 15486912、化合物

生成物 1

HCID 540331082-[4-(2-Diethylamino-ethoxy)-benzylidene]-6-(2-imidazole-1-yl-ethoxy)-3,4-dihydro-2H-naphthalen-1-one収率 30.3%

試薬・触媒・溶媒 2

HCID 14797Potassium Hydroxide溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

6-(2-Imidazole-1-yl-ethoxy)-3,4-dihydro-2H-naphthalen-1-one (0.505 g, 1.97 mmol) was reacted with 4-(diethylamino)ethoxy benzaldehyde (0.662 g, 3.0 mmol) in 2.5 mL of 4% KOH for 20 hours at room temperature. The reaction was diluted with brine, and the resulting mixture was extracted into DCM. The combined extracts were dried, filtered, and evaporated to dryness. The resulting oil was purified twice by flash chromatography (silica gel, 150 g, 10% MeOH in DCM) to afford 0.274 g (30%) of the title compound as a yellow oil: CI-MS m/e 459 (M+), 460 (M+ +1);

後処理

  1. extractionthe resulting mixture was extracted into DCM
  2. customThe combined extracts were dried
  3. filtrationfiltered
  4. customevaporated to dryness
  5. customThe resulting oil was purified twice by flash chromatography (silica gel, 150 g, 10% MeOH in DCM)

出典と根拠

ORDレコード
ord-db5104faed6a4b46a3ecd9f03c9c899e
出典データセット
uspto-grants-2000_10
特許番号
US06133303

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