p-Toluenesulfonic acid monohydrate → 2-(4-Fluoro-3-nitrophenyl)benzoxazole

HRID 74174

反応式

HRID 74174 の反応式
[F:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]([N:8]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[OH:21])C2C=CC=CC=2)=O)=[CH:4][C:3]=1[N+:24]([O-:26])=[O:25].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]2[O:21][C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[N:8]=2)=[CH:4][C:3]=1[N+:24]([O-:26])=[O:25]

参加物

4

反応物 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 674979344-fluoro-N-(2-hydroxyphenyl)-3-nitrobenzanilide

生成物 1

HCID 219909702-(4-Fluoro-3-nitrophenyl)benzoxazole収率 70%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a suspension of 4-fluoro-N-(2-hydroxyphenyl)-3-nitrobenzanilide (see Working Example 15-1) (2.00 g, 7.24 mmol) in toluene (50 mL) was added p-toluenesulfonic acid monohydrate (2.07 g, 10.9 mmol), and this was stirred and heated to reflux for 4 hours. After the reaction was complete, this was cooled to room temperature, and after the solvent was distilled off, saturated aqueous sodium hydrogen carbonate solution was added and this was stirred for 10 minutes at room temperature. The precipitated crystals were filtered off, and after washing with toluene the crystals were dried to yield the title compound (1.30 g, 70% yield) as yellow crystals.

後処理

  1. temperatureheated
  2. temperatureto reflux for 4 hours
  3. distillationafter the solvent was distilled off
  4. additionsaturated aqueous sodium hydrogen carbonate solution was added
  5. stirringthis was stirred for 10 minutes at room temperature
  6. filtrationThe precipitated crystals were filtered off
  7. washafter washing with toluene the crystals
  8. customwere dried

出典と根拠

ORDレコード
ord-503ce20e388a4567b250d68b7b8a3fa5
出典データセット
uspto-grants-2014_09
特許番号
US08829035B2

関連ノート

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