Ethanol → HCID 18317742、化合物

反応式

ClC1C=CC=CC=1C1C[C:12](=O)[C:11](=[C:15](O)[CH3:16])C(=O)C1.[ClH:19].N(N=[C:25]1[CH2:33][CH:32]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH2:31][C:30]2[NH:29][CH:28]=[C:27]([CH3:40])[C:26]1=2)C(N)=N.[CH2:41]([N:43](CC)CC)[CH3:42].C([OH:50])C>>[CH2:28]([N:29]1[C:30]2[CH2:31][CH:32]([C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][C:39]=3[Cl:19])[CH2:33][C:25](=[O:50])[C:26]=2[C:41]([CH3:42])=[N:43]1)[C:27]1[CH:40]=[CH:12][CH:11]=[CH:15][CH:16]=1

参加物

反応物 4

HCID 702Ethanol

HCID 8471Triethylamine

HCID 178430811HCID 178430811、化合物

HCID 178467253HCID 178467253、化合物

生成物 1

HCID 18317742HCID 18317742、化合物

実験手順

To a solution of 5-(2-chlorophenyl)-2-(1-hydroxyethylidene)cyclohexane-1,3-dione (0.5 g) and benzylhydrazine 2 hydrochloride (0.39 g) in ethanol (30 ml) was added triethylamine (0.42 g), and the mixture was refluxed for 2.5 hours. Under reduced pressure, the solvent was evaporated, and the residue was dissolved in ethyl acetate. The organic layer was washed with water and saturated brine, dried with magnesium sulfate and concentrated under reduced pressure, and the residue was purified with silica gel column chromatography (ethyl acetate-hexane). The resulting crystals were recrystallized from ethyl acetate-hexane to give 1-benzyl-6-(2-chlorophenyl)-3-methyl-4,5,6,7-tetrahydroindazol-4-one (0.37 g) as colorless crystals.

後処理

temperaturethe mixture was refluxed for 2.5 hours
customUnder reduced pressure, the solvent was evaporated
dissolutionthe residue was dissolved in ethyl acetate
washThe organic layer was washed with water and saturated brine
dry with materialdried with magnesium sulfate
concentrationconcentrated under reduced pressure
customthe residue was purified with silica gel column chromatography (ethyl acetate-hexane)
customThe resulting crystals were recrystallized from ethyl acetate-hexane

出典と根拠

ORDレコード: ord-60d4f62dd6514c8eb263f1ed4c0a5848
出典データセット: uspto-grants-2002_02
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US06350749B1

反応ノート

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