Bromocyclopropane → Butyl-[1-(2-cyclopropyl-4,6-bis-trifluoromethyl-phenyl)-methylidene]-amine

HRID 39428

반응식

HRID 39428 반응식
[CH:1]1(Br)[CH2:3][CH2:2]1.[Mg].[CH2:6]([N:10]=[CH:11][C:12]1[C:17]([C:18]([F:21])([F:20])[F:19])=[CH:16][C:15]([C:22]([F:25])([F:24])[F:23])=[CH:14][C:13]=1F)[CH2:7][CH2:8][CH3:9]>C(OCC)C.[Cl-].[Mn+2].[Cl-]>[CH2:6]([N:10]=[CH:11][C:12]1[C:17]([C:18]([F:21])([F:20])[F:19])=[CH:16][C:15]([C:22]([F:25])([F:24])[F:23])=[CH:14][C:13]=1[CH:1]1[CH2:3][CH2:2]1)[CH2:7][CH2:8][CH3:9]

참가 물질

6

반응물 3

HCID 78037BromocyclopropaneHCID 5462224MagnesiumHCID 58167770Butyl-[1-(2-fluoro-4,6-bis-trifluoromethyl-phenyl)-methylidene]-amine2회

생성물 1

HCID 58167766Butyl-[1-(2-cyclopropyl-4,6-bis-trifluoromethyl-phenyl)-methylidene]-amine

시약·촉매·용매 2

HCID 10313134Manganese(2+) dichloride촉매HCID 3283Diethyl Ether용매

실험 절차

Cyclopropylbromide (3.84 g, 32 mmol) was added to magnesium (771 mg, 32 mmol) in 20 mL diethylether and refluxed for 10 min. Manganese(II) chloride (160 mg, 1.27 mmol) and butyl-[1-(2-fluoro-4,6-bis-trifluoromethyl-phenyl)-methylidene]-amine (intermediate M, 4 g, 13 mmol) was added. The reaction mixture was refluxed for 2 h. The reaction mixture was quenched with 8 mL water and filtered through dicalite. The organic phase was separated and dried on sodium sulfate, filtered and evaporated. The crude material, brown oil (3.54 g, 82%) was used without further purification.

후처리

  1. temperaturerefluxed for 10 min
  2. temperatureThe reaction mixture was refluxed for 2 h
  3. customThe reaction mixture was quenched with 8 mL water
  4. filtrationfiltered through dicalite
  5. customThe organic phase was separated
  6. customdried on sodium sulfate
  7. filtrationfiltered
  8. customevaporated
  9. customThe crude material, brown oil (3.54 g, 82%) was used without further purification

출처 및 근거

ORD 기록
ord-98c6ae645cf442be9c235d2382fa39de
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524909B2

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