Ammonium formate → 2-(4-(4-Chloro-3-(trifluoromethyl)phenoxy)phenyl)ethanamine

HRID 920292노트

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HRID 920292 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][N+:17]([O-])=O)=[CH:11][CH:10]=2)=[CH:4][C:3]=1[C:20]([F:23])([F:22])[F:21].C([O-])=O.[NH4+]>CO.O.[Zn]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][NH2:17])=[CH:11][CH:10]=2)=[CH:4][C:3]=1[C:20]([F:21])([F:22])[F:23]

참가 물질

6

반응물 2

HCID 2723923Ammonium formateHCID 67775633Chloro-4-(4-(2-nitroethyl)phenoxy)-2-(trifluoromethyl)benzene

생성물 1

HCID 677755482-(4-(4-Chloro-3-(trifluoromethyl)phenoxy)phenyl)ethanamine수율 36.5%

시약·촉매·용매 3

HCID 23994Zinc촉매HCID 887Methanol용매HCID 962Water용매

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온도
80 °C

실험 절차

To a solution of 1-chloro-4-(4-(2-nitroethyl)phenoxy)-2-(trifluoromethyl)benzene (21 g, 60.7 mmol) and ammonium formate (30.6 g, 486 mmol) in methanol (250 mL) and water (250 mL), was added zinc powder (15.89 g, 243 mmol). The reaction mixture was stirred at 80° C. for 2 h, filtered through a glass grit and washed with methanol. The filtrate was concentrated and the residue was extracted with DCM (200 mL), and then washed with sat. NaHCO3 (100 mL), brine, and dried over anhydrous Na2SO4 and concentrated. Purification via FC (DCM/CH3OH=100/8) afforded the title compound (7.0 g) as a yellow oil.

후처리

  1. filtrationfiltered through a glass grit
  2. washwashed with methanol
  3. concentrationThe filtrate was concentrated
  4. extractionthe residue was extracted with DCM (200 mL)
  5. washwashed with sat. NaHCO3 (100 mL), brine
  6. dry with materialdried over anhydrous Na2SO4
  7. concentrationconcentrated
  8. customPurification via FC (DCM/CH3OH=100/8)

출처 및 근거

ORD 기록
ord-66714892334d4d1e838afa23e3f840d3
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09273054B2

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