4'-Fluoroacetophenone → Methyl [2-[4-(4-acetylphenoxy)phenyl]-4-(2-chlorophenyl)thien-3-yl]acetate

HRID 2373706ノート

反応式

HRID 2373706 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:9]([CH2:20][C:21]([O:23][CH3:24])=[O:22])=[C:10]([C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=2)[S:11][CH:12]=1.F[C:26]1[CH:31]=[CH:30][C:29]([C:32](=[O:34])[CH3:33])=[CH:28][CH:27]=1.C([O-])([O-])=O.[K+].[K+]>CC(N(C)C)=O>[C:32]([C:29]1[CH:30]=[CH:31][C:26]([O:19][C:16]2[CH:17]=[CH:18][C:13]([C:10]3[S:11][CH:12]=[C:8]([C:3]4[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=4[Cl:1])[C:9]=3[CH2:20][C:21]([O:23][CH3:24])=[O:22])=[CH:14][CH:15]=2)=[CH:27][CH:28]=1)(=[O:34])[CH3:33]

参加物

5

反応物 3

HCID 98284'-FluoroacetophenoneHCID 11430Potassium CarbonateHCID 86607176Methyl [4-(2-chlorophenyl)-2-(4-hydroxyphenyl)thien-3-yl]acetate

生成物 1

HCID 86607179Methyl [2-[4-(4-acetylphenoxy)phenyl]-4-(2-chlorophenyl)thien-3-yl]acetate収率 61.4%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

実験手順

To a solution containing methyl [4-(2-chlorophenyl)-2-(4-hydroxyphenyl)thien-3-yl]acetate (0.50 g, 1.40 mmol) and 4′-fluoroacetophenone (0.195 g, 1.40 mmol) in DMA (5 mL) was added K2CO3 (0.211 g, 1.53 mmol). The solution was heated to reflux overnight. The solvent was removed and the resulting solid was partitioned between CHCl3 and H2O. The CHCl3 was dried (MgSO4) and the solvent removed to yield methyl [2-[4-(4-acetylphenoxy)phenyl]-4-(2-chlorophenyl)thien-3-yl]acetate (0.41 g) as a white solid.

後処理

  1. temperatureThe solution was heated
  2. temperatureto reflux overnight
  3. customThe solvent was removed
  4. customthe resulting solid was partitioned between CHCl3 and H2O
  5. dry with materialThe CHCl3 was dried (MgSO4)
  6. customthe solvent removed

出典と根拠

ORDレコード
ord-7262619f53c54c12882b2bb568a4fc16
出典データセット
uspto-grants-2008_12
特許番号
US07459567B2

反応ノート

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