Triphenylphosphine → 2-(2-Methylsulfanylphenyl)-5-trifluoromethylbenzoxazole

HRID 923761ノート

反応式

HRID 923761 の反応式
O[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[NH:12][C:13](=[O:22])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[S:20][CH3:21].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>C1COCC1>[CH3:21][S:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[C:13]1[O:22][C:2]2[CH:7]=[CH:6][C:5]([C:8]([F:9])([F:10])[F:11])=[CH:4][C:3]=2[N:12]=1

参加物

5

反応物 3

HCID 11776Triphenylphosphine2 回HCID 220568ethyl N-ethoxycarbonyliminocarbamate2 回HCID 67981373N-(2-hydroxy-5-trifluoromethylphenyl)-2-methylsulfanylbenzamide

生成物 1

HCID 679820782-(2-Methylsulfanylphenyl)-5-trifluoromethylbenzoxazole収率 89.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a mixture of N-(2-hydroxy-5-trifluoromethylphenyl)-2-methylsulfanylbenzamide (0.33 g), triphenylphosphine (0.34 g), and THF (7 ml), diethyl azodicarboxylate (40% in toluene) (0.57 g) was added dropwise, and stirred at room temperature for 1.5 hours. Triphenylphosphine (79 mg) and diethyl azodicarboxylate (40% in toluene. 0.13 g) were added to the mixture, and stirred for further 1 hour. The mixture was heated to 50° C., and stirred for 1.5 hours. The reaction mixture was cooled to room temperature, and then the mixture was allowed to stand at room temperature overnight. The reaction mixture was subjected to silica gel column chromatography to give 0.28 g of 2-(2-methylsulfanylphenyl)-5-trifluoromethylbenzoxazole (hereinafter referred to as Present Compound 77).

後処理

  1. additionwas added dropwise
  2. stirringstirred for further 1 hour
  3. temperatureThe mixture was heated to 50° C.
  4. stirringstirred for 1.5 hours
  5. temperatureThe reaction mixture was cooled to room temperature
  6. waitto stand at room temperature overnight

出典と根拠

ORDレコード
ord-8672518611154f768479aecc2922cea9
出典データセット
uspto-grants-2016_03
特許番号
US09278983B2

反応ノート

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