Ammonia → HCID 13654876、化合物

HRID 1199401ノート

反応式

HRID 1199401 の反応式
[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]

参加物

5

反応物 3

HCID 222AmmoniaHCID 21253101Ethyl 3-oxo-4-[(pyridin-3-yl)oxy]butanoateHCID 53828414HCID 53828414、化合物

生成物 1

HCID 13654876HCID 13654876、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2a6a250c2c2646d4ac6f09cad2a0853c
出典データセット
uspto-grants-1990_02
特許番号
US04900750

反応ノート

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