Toluene → Methyl 3,5-dicyclopropyl-4-(trifluoromethoxy)benzoate

HRID 402828

反応式

HRID 402828 の反応式
Br[C:2]1[CH:3]=[C:4]([CH:9]=[C:10](Br)[C:11]=1[O:12][C:13]([F:16])([F:15])[F:14])[C:5]([O:7][CH3:8])=[O:6].C([O-])([O-])=O.[Cs+].[Cs+].[CH:24]1([B-](F)(F)F)[CH2:26][CH2:25]1.[K+].[C:32]1([CH3:38])C=CC=C[CH:33]=1>O.CC([O-])=O.CC([O-])=O.[Pd+2].C12(P(C34CC5CC(CC(C5)C3)C4)CCCC)CC3CC(CC(C3)C1)C2>[CH:24]1([C:2]2[CH:3]=[C:4]([CH:9]=[C:10]([CH:38]3[CH2:32][CH2:33]3)[C:11]=2[O:12][C:13]([F:16])([F:15])[F:14])[C:5]([O:7][CH3:8])=[O:6])[CH2:26][CH2:25]1

参加物

8

反応条件

温度
100 °C

実験手順

To methyl 3,5-dibromo-4-(trifluoromethoxy)benzoate (500 mg, 1.32 mmol), Cs2CO3 (2586 mg, 7.94 mmol), Pd(OAc)2 (11.9 mg, 0.053 mmol), potassium cyclopropyltrifluoroborate (470 mg, 3.18 mmol) and di(1-adamantyl)-n-butylphosphine (28.5 mg, 0.079 mmol) was added toluene (12 mL) and water (1.2 mL). The reaction mixture was heated to 100° C. overnight. The reaction mixture was cooled to room temperature, diluted with water, extracted with DCM and evaporated in vacuo. The residue was purified by silica gel chromatography (0-20% EtOAc/hexanes) to yield the title compound (259 mg).

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. extractionextracted with DCM
  3. customevaporated in vacuo
  4. customThe residue was purified by silica gel chromatography (0-20% EtOAc/hexanes)

出典と根拠

ORDレコード
ord-7fd07df0264a410eac9a56bdedf98093
出典データセット
uspto-grants-2014_06
特許番号
US08742110B2

関連ノート

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