Acetic Acid → 2,5-Dimethyl-1-phenylpyrrole

HRID 1642349

反応式

HRID 1642349 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:8][C:9](=O)[CH2:10][CH2:11][C:12](=O)[CH3:13].CC(O)=O>Cl>[CH3:13][C:12]1[N:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:9]([CH3:8])=[CH:10][CH:11]=1

参加物

5

反応物 3

HCID 176Acetic AcidHCID 6115AnilineHCID 80352,5-Hexanedione

生成物 1

HCID 665182,5-Dimethyl-1-phenylpyrrole収率 75%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

実験手順

A 25 mL round-bottom flask was charged with aniline (1 mL, 8.77 mmol), hexane-2,5-dione (4 mL, 43.86 mmol) and AcOH (5 mL). The reaction mixture was refluxed for 4 hrs. The mixture was diluted with HCl (10%) and extracted with EtOAc. The organic layer was dried over Na2SO4 and the solvent was removed under reduced pressure to give 190 mg of compound 4 (75%). MS [M++1]=172, LC-MS: tR=2.54 min.

後処理

  1. temperatureThe reaction mixture was refluxed for 4 hrs
  2. extractionextracted with EtOAc
  3. dry with materialThe organic layer was dried over Na2SO4
  4. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-f185776021054feb866df63e7a2c5d48
出典データセット
uspto-grants-2012_02
特許番号
US08119660B2

関連ノート

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