HCID 73680293、化合物 → HCID 20401055、化合物

HRID 1981029ノート

反応式

HRID 1981029 の反応式
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([O:6][C:7](=[CH:10][NH:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:8]=O)=[CH:4][CH:3]=1>C(O)CO>[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([O:6][C:7]2[CH:8]=[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[NH:11][CH:10]=2)=[CH:4][CH:3]=1

参加物

3

反応物 1

HCID 73680293HCID 73680293、化合物

生成物 1

HCID 20401055HCID 20401055、化合物収率 5.3%

試薬・触媒・溶媒 1

HCID 174Ethylene Glycol溶媒

実験手順

2-(4-Chlorophenoxy)-3-carbethoxymethylaminoacrylaldehyde (2 g.) was boiled in 5 ml. of ethylene glycol for 15 minutes. The reaction was cooled to room temperature, diluted with 10 ml. of water and product extracted into 10 ml. of ethyl acetate. The ethyl acetate was back-washed with water and concentrated to an oil (1.5 g.). The oil chromatographed on approximately 100 ml. of silica gel with ethyl acetate-1/hexane-1 as eluant, monitored by thin layer chromatography. Evaporation of middle fractions gave ethyl 4-(4-chlorophenoxy)pyrrole-2-carboxylate (100 mg., oil, m/e 281, Rf 0.65 on silica gel thin layer chromatography with ethyl acetate-1/hexane-1/5% acetic acid as eluant; Rf 0.3 with ethyl acetate-1/hexane-1 as eluant). Repeat on a 5.5 g. scale gave an additional 400 mg. of product.

後処理

  1. additiondiluted with 10 ml
  2. extractionof water and product extracted into 10 ml
  3. washThe ethyl acetate was back-washed with water
  4. concentrationconcentrated to an oil (1.5 g.)
  5. customThe oil chromatographed on approximately 100 ml
  6. customEvaporation of middle fractions

出典と根拠

ORDレコード
ord-d8210cc7ab9c430c96bbc744314aa588
出典データセット
uspto-grants-1985_04
特許番号
US04511576

反応ノート

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