Benzamide, 2-fluoro-N-methoxy-N-methyl-3-(trifluoromethyl)- → (2-Fluoro-3-trifluoromethyl-phenyl)-(4-methoxy-phenyl)-methanone

HRID 735405노트

반응식

HRID 735405 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([Mg]Br)=[CH:5][CH:4]=1.[F:11][C:12]1[C:23]([C:24]([F:27])([F:26])[F:25])=[CH:22][CH:21]=[CH:20][C:13]=1[C:14](N(OC)C)=[O:15]>C1COCC1>[F:11][C:12]1[C:23]([C:24]([F:26])([F:27])[F:25])=[CH:22][CH:21]=[CH:20][C:13]=1[C:14]([C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)=[O:15]

참가 물질

4

반응물 2

HCID 11196047Benzamide, 2-fluoro-N-methoxy-N-methyl-3-(trifluoromethyl)-HCID 178491912HCID 178491912, 화합물

생성물 1

HCID 11231817(2-Fluoro-3-trifluoromethyl-phenyl)-(4-methoxy-phenyl)-methanone수율 90.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

1 milliliter of a 1M THF solution of 4-methoxyphenylmagnesium bromide (1 mmol) was added to a solution of 126 mg (0.5 mmol) of 2-fluoro-N-methoxy-N-methyl-3-trifluoromethyl-benzamide in 2 ml of THF at 0° C. The reaction mixture was stirred for 2 hrs. at this temperature and then quenched with saturated NH4Cl solution and the phases were separated. The aqueous phase was extracted twice with CH2Cl2 and the combined organic phases were washed with brine and dried over Na2SO4. The resulting ketone (135 mg) was obtained after flash chromatographic purification using 5% EtOAc in heptane as an eluent.

후처리

  1. customat this temperature and then quenched with saturated NH4Cl solution
  2. customthe phases were separated
  3. extractionThe aqueous phase was extracted twice with CH2Cl2
  4. washthe combined organic phases were washed with brine
  5. dry with materialdried over Na2SO4

출처 및 근거

ORD 기록
ord-5ea0e97535e34433b92836de30b527a4
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07592363B2

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