4-Methylbenzoyl Chloride → Ethyl 1,4-dimethyl-3-ethoxycarbonyl-5-(p-toluoyl)-pyrrole-2-acetate

HRID 863642노트

반응식

HRID 863642 반응식
[C:1]1([CH3:10])[CH:6]=[CH:5][C:4]([C:7](Cl)=[O:8])=[CH:3][CH:2]=1.[Cl-].[Al+3].[Cl-].[Cl-].[CH2:15]([O:17][C:18]([C:20]1[C:24]([CH3:25])=[CH:23][N:22]([CH3:26])[C:21]=1[CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29])=[O:19])[CH3:16]>ClCCCl>[CH3:26][N:22]1[C:23]([C:7]([C:4]2[CH:5]=[CH:6][C:1]([CH3:10])=[CH:2][CH:3]=2)=[O:8])=[C:24]([CH3:25])[C:20]([C:18]([O:17][CH2:15][CH3:16])=[O:19])=[C:21]1[CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29]

참가 물질

5

반응물 3

HCID 134054-Methylbenzoyl ChlorideHCID 118460Ethyl 3-(ethoxycarbonyl)-1,4-dimethyl-1H-pyrrole-2-acetateHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 18424258Ethyl 1,4-dimethyl-3-ethoxycarbonyl-5-(p-toluoyl)-pyrrole-2-acetate

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매2회

실험 절차

A solution of 30.8 g. ρ-toluoyl chloride and 26.6 g. (0.2 mole) of aluminum chloride in 250 ml. of 1,2-dichloroethane is added to a refluxing solution of 50.6 g. (0.2 mole) of ethyl 3-ethoxycarbonyl-1,4-dimethylpyrrole-2-acetate in 250 ml. of 1,2-dichloroethane over 30 min. The mixture is heated under reflux for 90 min. and poured into ice-dilute hydrochloric acid. The organic solution is separated, washed with brine, and dried over magnesium sulfate. The solven is evaporated in vacuo, and the residue is recrystallized from methanol to give ethyl 1,4-dimethyl-3-ethoxycarbonyl-5-(ρ-toluoyl)-pyrrole-2-acetate as a white solid, M.P. 108°-111° C.

후처리

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 90 min.
  3. additionpoured into ice-dilute hydrochloric acid
  4. customThe organic solution is separated
  5. washwashed with brine
  6. dry with materialdried over magnesium sulfate
  7. customThe solven is evaporated in vacuo
  8. customthe residue is recrystallized from methanol

출처 및 근거

ORD 기록
ord-db6d25b93ab7489daada253d63110ccd
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05721347

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