p-Toluenesulfonic acid → 2-Nitro-4-(1-pyrrolyl)fluorobenzene

HRID 1075447노트

반응식

HRID 1075447 반응식
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].CO[CH:14]1[CH2:18][CH2:17][CH:16](OC)O1.CC1C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[N+:9]([C:3]1[CH:4]=[C:5]([N:6]2[CH:14]=[CH:18][CH:17]=[CH:16]2)[CH:7]=[CH:8][C:2]=1[F:1])([O-:11])=[O:10]

참가 물질

5

반응물 3

HCID 6101p-Toluenesulfonic acidHCID 677684-Fluoro-3-nitroanilineHCID 790982,5-Dimethoxytetrahydrofuran

생성물 1

HCID 541021862-Nitro-4-(1-pyrrolyl)fluorobenzene

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a suspension of 4-fluoro-3-nitroaniline (20g, 0.13mol) in toluene (200mi) is added 2,5-dimethoxytetrahydrofuran (33ml, 0.26mol) and a catalytic amount of pTSA. The mixture is refluxed for 2.5 hours. After cooling the solvent is removed by evaporation and the residue is purified by column chromatography on silica gel using a mixture of ethyl acetate and petroleum ether (1:1) as the eluent. Yield: 23.1g (87%). Mp 79-81° C.

후처리

  1. temperatureThe mixture is refluxed for 2.5 hours
  2. temperatureAfter cooling the solvent
  3. customis removed by evaporation
  4. customthe residue is purified by column chromatography on silica gel using
  5. additiona mixture of ethyl acetate and petroleum ether (1:1) as the eluent

출처 및 근거

ORD 기록
ord-0961fcfc81a14fcfaf9cb8e1dcf8de2d
출처 데이터셋
uspto-grants-1999_05
특허 번호
US05902813

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