Triethylamine → 5-(4-trifluoromethoxyphenyl)-3H-[1,3,4]oxadiazol-2-one

HRID 856038ノート

反応式

HRID 856038 の反応式
C(N(CC)CC)C.[C:8](N1C=CN=C1)(N1C=CN=C1)=[O:9].[F:20][C:21]([F:34])([F:33])[O:22][C:23]1[CH:32]=[CH:31][C:26]([C:27]([NH:29][NH2:30])=[O:28])=[CH:25][CH:24]=1>C1COCC1>[F:20][C:21]([F:33])([F:34])[O:22][C:23]1[CH:32]=[CH:31][C:26]([C:27]2[O:28][C:8](=[O:9])[NH:30][N:29]=2)=[CH:25][CH:24]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 27772304-(Trifluoromethoxy)benzoic acid hydrazide

生成物 1

HCID 230813495-(4-trifluoromethoxyphenyl)-3H-[1,3,4]oxadiazol-2-one収率 94.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Triethylamine (3.52 ml, 25.28 mmol) and 1,1′-carbonyldiimidazole (4.84 g, 29.87 mmol) were added to a solution of 4-trifluoromethoxybenzoic hydrazide (5.06 g, 22.98 mmol) in THF (150 ml) while cooling in an ice-bath and the mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure, to which water was added. The mixture was extracted with ethyl acetate, and the extract was dried over magnesium sulfate and then concentrated under reduced pressure to afford 5-(4-trifluoromethoxyphenyl)-3H-[1,3,4]oxadiazol-2-one (5.34 g, yield 94%) as a colorless crystalline powder.

後処理

  1. temperaturewhile cooling in an ice-bath
  2. concentrationThe reaction mixture was concentrated under reduced pressure, to which water
  3. additionwas added
  4. extractionThe mixture was extracted with ethyl acetate
  5. dry with materialthe extract was dried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-b7344eb8b5604348905737af6d806895
出典データセット
uspto-grants-2007_08
特許番号
US07262212B2

反応ノート

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