Water → 1H-Pyrrole-2-carboxylic acid, 4-nitro-1-propyl-, ethyl ester

HRID 23156

반응식

HRID 23156 반응식
[CH2:1]([O:3][C:4]([C:6]1[NH:7][CH:8]=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=1)=[O:5])[CH3:2].[CH3:14][CH2:15][O-].[Na+].[CH3:18]I.O>CCO.C(Cl)(Cl)Cl>[CH2:1]([O:3][C:4]([C:6]1[N:7]([CH2:18][CH2:15][CH3:14])[CH:8]=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=1)=[O:5])[CH3:2]

참가 물질

7

반응물 4

HCID 962WaterHCID 6328Methyl iodideHCID 242169Ethyl 4-Nitropyrrole-2-carboxylateHCID 2723922Sodium ethoxide

생성물 1

HCID 9040721H-Pyrrole-2-carboxylic acid, 4-nitro-1-propyl-, ethyl ester수율 77%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 6212Chloroform용매

반응 조건

온도
80 °C

실험 절차

4-Nitro-1H-pyrrole-2-carboxylic acid ethyl ester (5 g) was dissolved in 50 ml of dry EtOH, 50 ml of 1M sodium ethylate was added followed with 10 ml of CH3I. The reaction mixture was heated at 80° C. for 4 hours, cooled down to room temperature and distributed between water and chloroform. The organic phase was washed with water, dried with sodium sulfate and evaporated. The residue was recrystallized from hexane to yield 4.72 g (77%) of 1-propyl-4-nitro-1H-pyrrole-2-carboxylic acid ethyl ester 232. H1-NMR (DMSO-d6): 0.79 (t, 3H, CH3), 1.25 (t, 3H, CH3), 1.68 (m, 2H, CH2), 4.17-4.28 (m, 4H, 2CH2), 7.23 and 8.24 (d, 1H, pyrrole)

후처리

  1. temperaturecooled down to room temperature
  2. washThe organic phase was washed with water
  3. dry with materialdried with sodium sulfate
  4. customevaporated
  5. customThe residue was recrystallized from hexane

출처 및 근거

ORD 기록
ord-fd07c35c22c94de7a7c4d8b98aa27f07
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06849713B2

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