Potassium Carbonate → N,N,4-Triethyl-2-(trifluoromethyl)benzamide

HRID 2100607ノート

反応式

HRID 2100607 の反応式
Cl[C:2]1[CH:14]=[CH:13][C:5]([C:6]([N:8]([CH2:11][CH3:12])[CH2:9][CH3:10])=[O:7])=[C:4]([C:15]([F:18])([F:17])[F:16])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:25]([Zn]CC)[CH3:26]>CN(C)C=O.C1(C)C=CC=CC=1>[CH2:9]([N:8]([CH2:11][CH3:12])[C:6](=[O:7])[C:5]1[CH:13]=[CH:14][C:2]([CH2:25][CH3:26])=[CH:3][C:4]=1[C:15]([F:18])([F:17])[F:16])[CH3:10]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 690558204-chloro-N,N-diethyl-2-(trifluoromethyl)benzamideHCID 178418750HCID 178418750、化合物

生成物 1

HCID 69054131N,N,4-Triethyl-2-(trifluoromethyl)benzamide収率 75%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

To a solution of 4-chloro-N,N-diethyl-2-(trifluoromethyl)benzamide (5.04 g, 18 mmol) in 100 mL of N,N-dimethylformamide was added potassium carbonate (6.2 g, 45 mmol) and diethylzinc (29.5 mL of a 1.1 M solution in toluene, 32.4 mmol). The mixture was degassed and then there was added POPd (Combiphos) (0.27 g, 0.54 mmol). The resulting solution was heated at 120° C. in a sealed tube for 18 h. The mixture was allowed to cool and was diluted with water and extracted with ethyl acetate. The organics were washed with water and brine, dried (MgSO4) and concnentrated in vacuo. The residue was purified (ISCO, elution with 0-25% EtOAc/hexane) to afford 3.7 g (75%) of the title compound as an oil. LRMS (ESI): 274.2 (M+H)+.

後処理

  1. customThe mixture was degassed
  2. additionthere was added POPd (Combiphos) (0.27 g, 0.54 mmol)
  3. temperatureto cool
  4. additionwas diluted with water
  5. extractionextracted with ethyl acetate
  6. washThe organics were washed with water and brine
  7. dry with materialdried (MgSO4)
  8. customThe residue was purified
  9. wash(ISCO, elution with 0-25% EtOAc/hexane)

出典と根拠

ORDレコード
ord-122a7e1a590b482e8ebf4921ce2eb653
出典データセット
uspto-grants-2009_08
特許番号
US07572805B2

反応ノート

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