HCID 73680293, 화합물 → HCID 20401055, 화합물

HRID 1981029노트

반응식

HRID 1981029 반응식
[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

참가 물질

3

반응물 1

HCID 73680293HCID 73680293, 화합물

생성물 1

HCID 20401055HCID 20401055, 화합물수율 5.3%

시약·촉매·용매 1

HCID 174Ethylene Glycol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d8210cc7ab9c430c96bbc744314aa588
출처 데이터셋
uspto-grants-1985_04
특허 번호
US04511576

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