Piperidine → 5-(3-Phenyl-propene-1-yl) 3-(2-cyanoethyl) 4-(3-chlorophenyl)-2-methyl-1,4-dihydropyridine-3,5-dicarboxylate

HRID 890160노트

반응식

HRID 890160 반응식
[C:1]([O:7][CH2:8][CH2:9][C:10]#[N:11])(=[O:6])[CH2:2][C:3]([CH3:5])=O.[Cl:12][C:13]1[CH:14]=[C:15]([CH:18]=C[CH:20]=1)C=O.[NH:21]1CCC[CH2:23][CH2:22]1.[C:27]([O:31][CH2:32][CH:33]=[CH:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)(=[O:30])[C:28]#[CH:29].C([O-])(=O)C.[NH4+]>C1C=CC=CC=1.C(O)(=O)C.O>[Cl:12][C:13]1[CH:20]=[C:5]([CH:3]2[C:28]([C:27]([O:31][CH:32]=[CH:33][CH2:34][C:35]3[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=3)=[O:30])=[CH:29][NH:21][C:22]([CH3:23])=[C:2]2[C:1]([O:7][CH2:8][CH2:9][C:10]#[N:11])=[O:6])[CH:18]=[CH:15][CH:14]=1

참가 물질

9

반응물 5

HCID 8082PiperidineHCID 114773-ChlorobenzaldehydeHCID 517165Ammonium AcetateHCID 123604062-Cyanoethyl 3-oxobutanoateHCID 53746771(3-Phenyl-2-propene-1-yl) propiolate

생성물 1

HCID 695901655-(3-Phenyl-propene-1-yl) 3-(2-cyanoethyl) 4-(3-chlorophenyl)-2-methyl-1,4-dihydropyridine-3,5-dicarboxylate

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 241Benzene용매HCID 962Water용매

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온도
120 °C

실험 절차

466 mg (3.0 mmol) of (2-cyanoethyl) acetoacetate, 0.34 ml (3.0 mmol) of 3-chlorobenzaldehyde and 0.0297 ml of piperidine were heated under reflux in 3.0 ml of benzene for 7 hours while water was removed. The reaction liquid was washed with water and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was heated to 70° C together with 559 mg (3.0 mmol) of (3-phenyl-2-propene-1-yl) propiolate and 232 mg (3.0 mmol) of ammonium acetate under stirring in 3 ml of acetic acid for 13 hours, then at 120° C. under stirring for 4 hours. Acetic acid was evaporated under reduced pressure, and the residue was purified by the silica gel chromatography (hexane/ethyl acetate=1/1) to obtain the title compound.

후처리

  1. customwas removed
  2. customThe reaction liquid
  3. washwas washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customAcetic acid was evaporated under reduced pressure
  7. customthe residue was purified by the silica gel chromatography (hexane/ethyl acetate=1/1)

출처 및 근거

ORD 기록
ord-013b148a9ba64dbb8a3e1b2e94f5fe00
출처 데이터셋
uspto-grants-2006_02
특허 번호
US06995179B2

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