Potassium Carbonate → 4-(4-Acetyl-3-chlorophenoxy)benzonitrile

HRID 1095899

反応式

HRID 1095899 の反応式
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1)#[N:2].[CH3:10][C:11]([C:13]1[CH:18]=[CH:17][C:16](F)=[CH:15][C:14]=1[Cl:20])=[O:12].C([O-])([O-])=O.[K+].[K+].CCCCCCC.CCOC(C)=O>CC(N(C)C)=O.O>[C:11]([C:13]1[CH:18]=[CH:17][C:16]([O:9][C:6]2[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][CH:5]=2)=[CH:15][C:14]=1[Cl:20])(=[O:12])[CH3:10]

参加物

7

反応物 4

HCID 11430Potassium CarbonateHCID 130194-CyanophenolHCID 27365072'-Chloro-4'-fluoroacetophenoneHCID 21899848Ethylacetate heptane

生成物 1

HCID 643355014-(4-Acetyl-3-chlorophenoxy)benzonitrile

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 31374Dimethylacetamide溶媒

実験手順

To a solution 4-cyanophenol (CAS Reg. No. 767-00-0, 1.2 g), 2-chloro-4-fluoroacetophenone (CAS Reg. No. 700-35-6, 1.7 g) in DMA (10 ml) was added K2CO3 (1.66 g). The mixture is refluxed for 5 h. TLC (heptane/EtOAc 2:1) showed complete conversion. Water was added and the mixture was extracted with DCM. The combined organic layers were dried over Na2SO4 and then concentrated to an oil. The residue was purified by flash chromatography (SiO2, EtOAc/heptane 1:2) to give the title compound (1.8 g) as yellow oil. MS (m/e)=272.2 [M+H+].

後処理

  1. temperatureThe mixture is refluxed for 5 h
  2. extractionthe mixture was extracted with DCM
  3. dry with materialThe combined organic layers were dried over Na2SO4
  4. concentrationconcentrated to an oil
  5. customThe residue was purified by flash chromatography (SiO2, EtOAc/heptane 1:2)

出典と根拠

ORDレコード
ord-dc8398acd11a40ffbe7b23aa940ad840
出典データセット
uspto-grants-2012_03
特許番号
US08138189B2

関連ノート

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