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Sodium Carbonate → HCID 69646152, 화합물

HRID 1858811
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HRID 1858811 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[CH2:11][O:12][CH:13]1[CH:18]([C:19]2[CH:24]=[CH:23][N:22]([CH2:25][CH2:26][O:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[C:21](=[O:34])[CH:20]=2)[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14]1.C(=O)([O-])[O-].[Na+].[Na+]>C(Cl)Cl.[Br-].[Zn+2].[Br-]>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][CH:13]1[CH:18]([C:19]2[CH:24]=[CH:23][N:22]([CH2:25][CH2:26][O:27][C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)[C:21](=[O:34])[CH:20]=2)[CH2:17][CH2:16][NH:15][CH2:14]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 10340Sodium CarbonateHCID 86604494HCID 86604494, 화합물

생성물 1

HCID 69646152HCID 69646152, 화합물수율 35.4%

시약·촉매·용매 2

HCID 10421208Zinc bromide촉매HCID 6344Dichloromethane용매

실험 절차

20 mg (0.036 mmol) of tert-butyl (3'RS,4'RS)-3'-(naphthalen-2-ylmethoxy)-1-(2-phenoxy-ethyl)-1',2',3',4',5',6'-hexahydro-1H-[4,4']bipyridin-2-one-1'-carboxylate were dissolved in 3 ml of methylene chloride, treated with 40 mg (0.18 mmol) of anhydrous zinc bromide and stirred at room temperature for 3 hours. Thereupon, the reaction mixture was poured into aqueous sodium carbonate solution this was extracted with methylene chloride. The combined methylene chloride phases were dried over magnesium sulphate and concentrated, and the thus obtained residue was chromatographed on silica gel with a 9:1 mixture of methylene chloride and methanol as the eluent. Therefrom there were obtained 5.8 mg (35% of theory) of (3'RS,4'RS)-3'-(naphthalen-2-ylmethoxy)-1-(2-phenoxy-ethyl)-1',2',3',4',5',6'-hexahydro-1H-[4,4']bipyridin-2-one in the form of and amorphous, colourless solid; MS: 455 (M+H)+.

후처리

  1. extractionthis was extracted with methylene chloride
  2. dry with materialThe combined methylene chloride phases were dried over magnesium sulphate
  3. concentrationconcentrated
  4. customthe thus obtained residue was chromatographed on silica gel with a 9:1 mixture of methylene chloride and methanol as the eluent

출처 및 근거

ORD 기록
ord-2993089314ae4218b81d80db3f6cbbf3
출처 데이터셋
uspto-grants-2000_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06150526

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