Water → 8-(p-Pentylcinnamoyl)amino-1,4-benzodioxane-2-acetic acid methyl ester

HRID 231562노트

반응식

HRID 231562 반응식
C(=O)([O-])[O-].[K+].[K+].[CH2:7]([C:12]1[CH:30]=[CH:29][C:15]([CH:16]=[CH:17][C:18]([NH:20][C:21]2[CH:27]=[CH:26][CH:25]=[C:23]([OH:24])[C:22]=2[OH:28])=[O:19])=[CH:14][CH:13]=1)[CH2:8][CH2:9][CH2:10][CH3:11].[CH3:31][O:32][C:33](=[O:38])[CH:34]=[CH:35][CH2:36]Br.O>CC(C)=O>[CH3:31][O:32][C:33](=[O:38])[CH2:34][CH:35]1[O:28][C:22]2[C:21]([NH:20][C:18](=[O:19])[CH:17]=[CH:16][C:15]3[CH:14]=[CH:13][C:12]([CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])=[CH:30][CH:29]=3)=[CH:27][CH:26]=[CH:25][C:23]=2[O:24][CH2:36]1

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 14229Methyl 4-bromobut-2-enoateHCID 542110523-(p-Pentylcinnamoyl)aminopyrocatechol

생성물 1

HCID 539083158-(p-Pentylcinnamoyl)amino-1,4-benzodioxane-2-acetic acid methyl ester

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

Potassium carbonate (509 mg) was added to a solution of 3-(p-pentylcinnamoyl)aminopyrocatechol (300 mg; synthesized by the same procedure as reference example 1) and 4-bromo-2-butenoic acid methyl ester in acetone (10 ml), and the mixture was refluxed for 10 min. The reaction mixture was poured into water. The mixture was extracted with ethyl acetate. The extract was purified by column chromatography on silica gel (hexane: ethyl acetate=5:1) to give the title compound (341 mg).

후처리

  1. temperaturethe mixture was refluxed for 10 min
  2. extractionThe mixture was extracted with ethyl acetate
  3. customThe extract was purified by column chromatography on silica gel (hexane: ethyl acetate=5:1)

출처 및 근거

ORD 기록
ord-75c34771831d43a3b316f974bd5d8fd9
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04847275

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