Diethyl Ether → 2-(1,3-Diphenyl-propenyl)-6-trifluoromethyl-phenylamine

HRID 643286ノート

反応式

HRID 643286 の反応式
[NH2:1][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:5]=[CH:4][C:3]=1[C:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=O.[CH2:20](OCC)[CH3:21].[C:25]1([Mg]CC)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.[Cl-]>O>[C:14]1([C:12]([C:3]2[CH:4]=[CH:5][CH:6]=[C:7]([C:8]([F:11])([F:10])[F:9])[C:2]=2[NH2:1])=[CH:20][CH2:21][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 21555860HCID 21555860、化合物HCID 178461631HCID 178461631、化合物

生成物 1

HCID 685793302-(1,3-Diphenyl-propenyl)-6-trifluoromethyl-phenylamine収率 22%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

(2-Amino-3-trifluoromethyl-phenyl)-phenyl-methanone (0.26 g, 1.0 mmol) was taken into diethyl ether (20 mL) and phenyl ethyl magnesium chloride (1.5 mL, 1.5 mmol, 1.0 M solution in diethyl ether) was added dropwise and stirred at room temperature for 1 hour. The reaction was poured into water/saturated ammonium chloride solution and extracted with diethyl ether. The combined organics was dried over MgSO4 and concentrated. The material was purified via column chromatography using 0˜10% ethyl actetate in hexane as the eluent to yield 0.08 g (22%) of 2-(1,3-diphenyl-propenyl)-6-trifluoromethyl-phenylamine as an oil. MS ESI (m/z) 354.3 ([M+H]+);

後処理

  1. additionwas added dropwise
  2. extractionextracted with diethyl ether
  3. dry with materialThe combined organics was dried over MgSO4
  4. concentrationconcentrated
  5. customThe material was purified via column chromatography

出典と根拠

ORDレコード
ord-e806b9ab942647fe9bdd942fa6e84fd1
出典データセット
uspto-grants-2010_04
特許番号
US07700595B2

反応ノート

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