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

HRID 735405ノート

反応式

HRID 735405 の反応式
[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]

参加物

4

反応物 2

HCID 11196047Benzamide, 2-fluoro-N-methoxy-N-methyl-3-(trifluoromethyl)-HCID 178491912HCID 178491912、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5ea0e97535e34433b92836de30b527a4
出典データセット
uspto-grants-2009_09
特許番号
US07592363B2

反応ノート

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