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

HRID 1075447ノート

反応式

HRID 1075447 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0961fcfc81a14fcfaf9cb8e1dcf8de2d
出典データセット
uspto-grants-1999_05
特許番号
US05902813

反応ノート

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