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

반응식

HRID 368304 반응식
[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]

참가 물질

5

반응물 2

HCID 4116744-(2-(Diethylamino)-Ethoxy)-BenzaldehydeHCID 15486912HCID 15486912, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 14797Potassium Hydroxide용매HCID 57417360Sodium chloride; water용매

실험 절차

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);

후처리

  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)

출처 및 근거

ORD 기록
ord-db5104faed6a4b46a3ecd9f03c9c899e
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06133303

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