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

HRID 643286노트

반응식

HRID 643286 반응식
[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

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 21555860HCID 21555860, 화합물HCID 178461631HCID 178461631, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

(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]+);

후처리

  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

출처 및 근거

ORD 기록
ord-e806b9ab942647fe9bdd942fa6e84fd1
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07700595B2

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