2,5-Dimethoxytetrahydrofuran → 2-Chloro-4-(1-pyrrolyl)benzoic acid methyl ester

HRID 24717

反応式

HRID 24717 の反応式
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][C:5]=1[Cl:11].CO[CH:15]1[CH2:19][CH2:18][CH:17](OC)O1>CC(O)=O.O>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH:15]=[CH:19][CH:18]=[CH:17]2)=[CH:6][C:5]=1[Cl:11]

参加物

5

反応物 2

HCID 790982,5-DimethoxytetrahydrofuranHCID 11839197Methyl 4-Amino-2-chlorobenzoate

生成物 1

HCID 47637352-Chloro-4-(1-pyrrolyl)benzoic acid methyl ester

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

A mixture of 4-amino-2-chlorobenzoic acid methyl ester (0.46 g) and 2,5-dimethoxytetrahydrofuran (0.33 mL) in AcOH (16 mL) was heated under reflux for 2 h. The mixture was cooled to room temperature, diluted with water and extracted with EtOAc. The extract was washed with satd. NaHCO3 and brine, dried (MgSO4), filtered and evaporated. The residue was purified by column chromatography (silica gel; eluent: hexane/EtOAc 5/1) to yield 0.48 g of 2-chloro-4-(1-pyrrolyl)benzoic acid methyl ester. ESMS: m/z 236 (MH+).

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 2 h
  3. extractionextracted with EtOAc
  4. washThe extract was washed with satd
  5. dry with materialNaHCO3 and brine, dried (MgSO4)
  6. filtrationfiltered
  7. customevaporated
  8. customThe residue was purified by column chromatography (silica gel; eluent: hexane/EtOAc 5/1)

出典と根拠

ORDレコード
ord-7d9c216325c049cd98f689b70dd37e81
出典データセット
uspto-grants-2005_02
特許番号
US06855843B2

関連ノート

読み込み中…