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1,1'-Carbonyldiimidazole → 2(3H)-Benzoxazolone, 5-(trifluoromethoxy)-

HRID 1428391
ノート
印刷プレビュー

反応式

HRID 1428391 の反応式
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][C:9]([F:12])([F:11])[F:10])[CH:5]=[CH:4][C:3]=1[OH:13].C1N=CN([C:19](N2C=NC=C2)=[O:20])C=1>O1CCOCC1>[F:12][C:9]([F:10])([F:11])[O:8][C:6]1[CH:5]=[CH:4][C:3]2[O:13][C:19](=[O:20])[NH:1][C:2]=2[CH:7]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 682631,1'-CarbonyldiimidazoleHCID 27377292-Amino-4-(trifluoromethoxy)phenol

生成物 1

HCID 574186752(3H)-Benzoxazolone, 5-(trifluoromethoxy)-収率 72.4%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
70 °C

実験手順

To a mixture of 2-amino-4-(trifluoromethoxy)phenol (1.01 g) and 1,4-dioxane (20 mL) was added CDI (1.10 g), followed by heating and stirring at 70° C. for 7 hours. The reaction mixture was cooled to room temperature, and then the solvent was concentrated to a half of the volume under reduced pressure. To the obtained residue was added water (30 mL), followed by adjusting to pH 4 by the addition of concentrated hydrochloric acid under ice-cooling, and stirring at the same temperature for 1 hour. The resulting solid was collected by filtration to obtain 5-(trifluoromethoxy)-1,3-benzoxazol-2(3H)-one (830 mg).

後処理

  1. temperatureby heating
  2. temperatureThe reaction mixture was cooled to room temperature
  3. concentrationthe solvent was concentrated to a half of the volume under reduced pressure
  4. additionTo the obtained residue was added water (30 mL)
  5. additionby adjusting to pH 4 by the addition of concentrated hydrochloric acid under ice-
  6. temperaturecooling
  7. stirringstirring at the same temperature for 1 hour
  8. filtrationThe resulting solid was collected by filtration

出典と根拠

ORDレコード
ord-e77aa613571342ab8da8fabcf7a48f60
出典データセット
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08937087B2

反応ノート

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