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

HRID 24717

반응식

HRID 24717 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

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+).

후처리

  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)

출처 및 근거

ORD 기록
ord-7d9c216325c049cd98f689b70dd37e81
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855843B2

연결된 노트

불러오는 중…