Methyl iodide → ethyl 3-acetyl-1-methyl-1H-pyrazole-5-carboxylate

HRID 715920ノート

反応式

HRID 715920 の反応式
[C:1]([C:4]1[CH:8]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[NH:6][N:5]=1)(=[O:3])[CH3:2].[C:14](=O)([O-])[O-].[K+].[K+].IC>CN(C)C=O.C(OCC)(=O)C>[C:1]([C:4]1[CH:8]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[N:6]([CH3:14])[N:5]=1)(=[O:3])[CH3:2]

参加物

6

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 162204305-Acetyl-2H-pyrazole-3-carboxylic acid ethyl ester

生成物 1

HCID 71306158ethyl 3-acetyl-1-methyl-1H-pyrazole-5-carboxylate収率 65.1%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Ethyl 3-acetyl-1H-pyrazole-5-carboxylate (Chem. Commun., 2004, 394-395) (4.82 g) was dissolved in N,N-dimethylformamide (80 ml). To the solution, potassium carbonate (4.39 g) and iodomethane (1.98 ml) were added under ice cooling, and the mixture was stirred at room temperature for 3 hours and 50 minutes. The reaction solution was diluted with ethyl acetate. The organic layer was washed with saturated saline, water, and saturated saline in this order and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane-ethyl acetate) to obtain the title compound (3.38 g).

後処理

  1. washThe organic layer was washed with saturated saline, water, and saturated saline in this order
  2. dry with materialdried over anhydrous sodium sulfate
  3. distillationThe solvent was distilled off under reduced pressure
  4. customThe obtained residue was purified by silica gel column chromatography (n-hexane-ethyl acetate)

出典と根拠

ORDレコード
ord-aa9be722dc794806b221efba7b5e5bd4
出典データセット
uspto-grants-2015_11
特許番号
US09187489B2

反応ノート

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