Acetic Acid → 1-(2,6-Dichlorophenyl)-1H-pyrrole

HRID 251972ノート

反応式

HRID 251972 の反応式
[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([Cl:9])[C:3]=1[NH2:4].CO[CH:12]1[CH2:16][CH2:15][CH:14](OC)O1.C(O)(=O)C>O>[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([Cl:9])[C:3]=1[N:4]1[CH:12]=[CH:16][CH:15]=[CH:14]1

参加物

5

反応物 3

HCID 176Acetic AcidHCID 118462,6-DichloroanilineHCID 790982,5-Dimethoxytetrahydrofuran

生成物 1

HCID 207882021-(2,6-Dichlorophenyl)-1H-pyrrole収率 83.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 5 g of 2,6-dichloroaniline, 4.5 g of 2,5-dimethoxytetrahydrofuran and 30 ml of acetic acid was heated to reflux for 10 hours. The reaction mixture was allowed to cool, poured into water, and extracted with ethyl acetate two times. The organic layers were combined, washed successively with water and an aqueous saturated sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel chromatography to obtain 5.45 g of 1-(2,6-dichlorophenyl)-1H-pyrrole of the formula:

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 10 hours
  3. temperatureto cool
  4. extractionextracted with ethyl acetate two times
  5. washwashed successively with water
  6. dry with materialan aqueous saturated sodium chloride solution, dried over anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-13168e9060b74d3393cfa02a32df9201
出典データセット
uspto-grants-2011_01
特許番号
US07867949B2

反応ノート

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