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Dimethyl 4-[2-(2-naphthoxy)ethoxy]benzylidenemalonate → Dimethyl 4-[2-(2-naphthoxy)ethoxy]benzylmalonate

HRID 458721
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인쇄 미리보기

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HRID 458721 반응식
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[O:11][CH2:12][CH2:13][O:14][C:15]1[CH:30]=[CH:29][C:18]([CH:19]=[C:20]([C:25]([O:27][CH3:28])=[O:26])[C:21]([O:23][CH3:24])=[O:22])=[CH:17][CH:16]=1.[H][H]>CO.O1CCOCC1.[Pd]>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[O:11][CH2:12][CH2:13][O:14][C:15]1[CH:30]=[CH:29][C:18]([CH2:19][CH:20]([C:25]([O:27][CH3:28])=[O:26])[C:21]([O:23][CH3:24])=[O:22])=[CH:17][CH:16]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 18442910Dimethyl 4-[2-(2-naphthoxy)ethoxy]benzylidenemalonateHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 10341401Dimethyl 4-[2-(2-naphthoxy)ethoxy]benzylmalonate수율 94%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 887Methanol용매HCID 31275
1,4-Dioxane
용매

실험 절차

To a solution of dimethyl 4-[2-(2-naphthoxy)ethoxy]benzylidenemalonate (2.22 g, 5.47 mmol) in a mixture of methanol (20 ml) and 1,4-dioxane (150 ml) is added 5% palladium on charcoal (1.20 g). Then the mixture is stirred under an atmosphere of hydrogen at room temperature until hydrogen uptake ceased. The solution is filtered through Celite, and the filtrate is evaporated under a vacuum. The residue is crystallized from ethyl acetate to give the title compound (2.10 g, 94%). HRMS calcd for C24H24O6: 408.4476. Found: 408.4475. MA calcd for C24H24O6: C, 70.58%; H, 5.92%. Found: C, 70.71%; H, 5.89%.

후처리

  1. filtrationThe solution is filtered through Celite
  2. customthe filtrate is evaporated under a vacuum
  3. customThe residue is crystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-a14bfde4038b479f8bca639bb50cd241
출처 데이터셋
uspto-grants-2007_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07192970B2

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