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

HRID 863642ノート

反応式

HRID 863642 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-db6d25b93ab7489daada253d63110ccd
出典データセット
uspto-grants-1998_02
特許番号
US05721347

反応ノート

読み込み中…