Ammonia → HCID 13654876, 화합물

HRID 1199401노트

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HRID 1199401 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH:17]=[CH:18][CH:19]=1)[CH:7]=[CH:8][C:9](=O)[CH2:10]C(OCC)=O)([O-:3])=[O:2].O=[C:21]([CH2:28][O:29][C:30]1[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=1)[CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24].[NH3:36]>C(O)C>[CH2:26]([O:25][C:23]([C:8]1[CH:7]([C:6]2[CH:17]=[CH:18][CH:19]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[C:22]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[C:21]([CH2:28][O:29][C:30]2[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=2)[NH:36][C:9]=1[CH2:10][O:29][C:30]1[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=1)=[O:24])[CH3:27]

참가 물질

5

반응물 3

HCID 222AmmoniaHCID 21253101Ethyl 3-oxo-4-[(pyridin-3-yl)oxy]butanoateHCID 53828414HCID 53828414, 화합물

생성물 1

HCID 13654876HCID 13654876, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Ethyl 3-nitrobenzylideneacetoacetate (6.47 g. 0.026 mol), ethyl 3-oxo-4-(3-pyridyloxy)butanoate (5.8 g, 0.026 mol) and 0.88 ammonia (2.5 ml) in ethanol were refluxed for 7 hours. The solvent was removed under reduced pressure and the residue partitioned between 2N hydrochloric acid and diethyl ether. The aqueous acid was extracted with chloroform and this was washed with dilute ammonia solution, dried (MgSO4) and evaporated. The residue was purified by chromatography on silica with first chloroform then ethyl acetate as eluent to obtain the title compound. This was dissolved in ethanol and acidified with ethanolic HCl to give the dihydrochloride salt of the title compound (0.95 g) m.p. 206-208° C.

후처리

  1. customThe solvent was removed under reduced pressure
  2. customthe residue partitioned between 2N hydrochloric acid and diethyl ether
  3. extractionThe aqueous acid was extracted with chloroform
  4. washthis was washed with dilute ammonia solution
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. customThe residue was purified by chromatography on silica with first chloroform

출처 및 근거

ORD 기록
ord-2a6a250c2c2646d4ac6f09cad2a0853c
출처 데이터셋
uspto-grants-1990_02
특허 번호
US04900750

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