Potassium Hydroxide → 2-Methyl-1-phenyl-pyrrole

HRID 880455

反応式

HRID 880455 の反応式
[C:1]1([N:7]2[CH:11]=[CH:10][CH:9]=[C:8]2[CH:12]=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+].O.NN>C(O)CO>[CH3:12][C:8]1[N:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:11]=[CH:10][CH:9]=1

参加物

5

反応物 3

HCID 14797Potassium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 9347291-phenyl-1H-pyrrole-2-carbaldehyde

生成物 1

HCID 46530262-Methyl-1-phenyl-pyrrole収率 66.7%

試薬・触媒・溶媒 1

HCID 174Ethylene Glycol溶媒

実験手順

A mixture of 1-phenylpyrrole-2-carbaldehyde (700 mg, 4.1 mmol), potassium hydroxide (490 mg, 12.3 mmol) and hydrazine hydrate (0.8 mL, 12.3 mmol) in ethylene glycol (15 mL) was stirred at ambient temperature for 30 min and then slowly heated to 150° C. and maintained for 2 h. The reaction mixture was allowed to cool to ambient temperature, poured into ice-water and extracted with diethyl ether. The organic layer was washed with water, brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to give the crude compound. Purification by column chromatography over silica gel (60-120 mesh) using petroleum ether as eluent to afford 2-methyl-1-phenyl-pyrrole (430 mg, 66%) as a yellow oil.

後処理

  1. temperatureslowly heated to 150° C.
  2. temperaturemaintained for 2 h
  3. temperatureto cool to ambient temperature
  4. extractionextracted with diethyl ether
  5. washThe organic layer was washed with water, brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customto give the crude compound
  10. customPurification by column chromatography over silica gel (60-120 mesh)

出典と根拠

ORDレコード
ord-9e7277e56ab44dc1aff4ee6223583bf7
出典データセット
uspto-grants-2015_03
特許番号
US08993574B2

関連ノート

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