3,4-Dichlorophenol → 2-(3,4-Dichlorophenoxy)-5-Fluoro-Benzonitrile

HRID 6898

反応式

HRID 6898 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[CH:6][C:7]=1[Cl:8].C(=O)([O-])[O-].[K+].[K+].F[C:17]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:18]=1[C:19]#[N:20]>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][C:7]=1[Cl:8])[O:9][C:17]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:18]=1[C:19]#[N:20]

参加物

5

反応物 3

HCID 72583,4-DichlorophenolHCID 11430Potassium CarbonateHCID 1235582,5-Difluorobenzonitrile

生成物 1

HCID 220192752-(3,4-Dichlorophenoxy)-5-Fluoro-Benzonitrile

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
105 °C

実験手順

A flame-dried flask containing N2 inlet and magnetic stirrer was charged with 2.9 g (18 mmol) of 3,4-dichlorophenol, 6.2 g (45 mmol) of potassium carbonate and 50 mL of anhydrous DMF. With stirring, 2.08 g (15 mmol) of 2,5-difluorobenzonitrile (Aldrich Chem. Co.) was added and the mixture was heated overnight at 105° C., cooled to room temperature and partitioned between water and EtOAc. The aqueous layer was reextracted with EtOAc and the combined organic layers were successively washed with 2N NaOH, water and saturated aqueous NaCl. After drying with MgSO4, the solvent was removed to give the title product as a light brown oil which slowly solidified, 3.5 g.

後処理

  1. additionA flame-dried flask containing N2 inlet and magnetic stirrer
  2. temperaturecooled to room temperature
  3. custompartitioned between water and EtOAc
  4. washthe combined organic layers were successively washed with 2N NaOH, water and saturated aqueous NaCl
  5. dry with materialAfter drying with MgSO4
  6. customthe solvent was removed

出典と根拠

ORDレコード
ord-46b34f726ee24169b4da1dd46149cf32
出典データセット
uspto-grants-2006_08
特許番号
US07084165B2

関連ノート

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