Potassium Carbonate → 4-Methylphenyl 5-chloro-4-[3-chloro-4-(trifluoromethyl)phenoxy]-2-fluorobenzoate

HRID 2359287ノート

反応式

HRID 2359287 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([OH:12])[CH:5]=[CH:6][C:7]=1[C:8]([F:11])([F:10])[F:9].C(=O)([O-])[O-].[K+].[K+].CC1C=CC([C:26]2[C:27]([F:37])=[C:28]([CH:32]=[C:33]([Cl:36])[C:34]=2F)[C:29]([O-:31])=[O:30])=CC=1>CS(C)=O>[Cl:36][C:33]1[C:34]([O:12][C:4]2[CH:5]=[CH:6][C:7]([C:8]([F:10])([F:11])[F:9])=[C:2]([Cl:1])[CH:3]=2)=[CH:26][C:27]([F:37])=[C:28]([CH:32]=1)[C:29]([O:31][C:4]1[CH:5]=[CH:6][C:7]([CH3:8])=[CH:2][CH:3]=1)=[O:30]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 136091473-Chloro-4-(trifluoromethyl)phenolHCID 866608804-Methylphenyl-5-chloro-2,4-difluorobenzoate

生成物 1

HCID 580463374-Methylphenyl 5-chloro-4-[3-chloro-4-(trifluoromethyl)phenoxy]-2-fluorobenzoate収率 92.7%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

To a solution of 3-chloro-4-(trifluoromethyl)phenol (Preparation 16, 100 mg, 0.470 mmol) in DMSO (1 mL) was added potassium carbonate (0.84 mg, 0.611 mmol) and the mixture stirred for 5 minutes. 4-methylphenyl-5-chloro-2,4-difluorobenzoate (Preparation 10, 0.133 mg, 0.470 mmol) was then added and the reaction stirred under nitrogen for 3 hours. The reaction was quenched by the addition of water (2 mL) and ethyl acetate (3 ml). The organic layer was separated, dried over magnesium sulfate and concentrated in vacuo to afford a white solid that was purified using silica gel column chromatography eluting with ethyl acetate:heptane 3:97 to furnish the title compound (100 mg, 47%).

後処理

  1. stirringthe reaction stirred under nitrogen for 3 hours
  2. customThe reaction was quenched by the addition of water (2 mL) and ethyl acetate (3 ml)
  3. customThe organic layer was separated
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customto afford a white solid
  7. customthat was purified
  8. washeluting with ethyl acetate:heptane 3:97

出典と根拠

ORDレコード
ord-386b27ea5ec545df9c1bc582068ffebb
出典データセット
uspto-grants-2014_04
特許番号
US08685977B2

反応ノート

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