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

HRID 2373706노트

반응식

HRID 2373706 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7262619f53c54c12882b2bb568a4fc16
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07459567B2

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