Imidazole → 2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-5-(2-iodoethyl)benzonitrile

HRID 474640ノート

反応式

HRID 474640 の反応式
C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[I:20]I.N1C=CN=C1.[Cl:27][C:28]1[CH:33]=[CH:32][C:31]([O:34][C:35]2[CH:42]=[CH:41][C:40]([CH2:43][CH2:44]O)=[CH:39][C:36]=2[C:37]#[N:38])=[CH:30][C:29]=1[C:46]([F:49])([F:48])[F:47]>C(Cl)Cl>[Cl:27][C:28]1[CH:33]=[CH:32][C:31]([O:34][C:35]2[CH:42]=[CH:41][C:40]([CH2:43][CH2:44][I:20])=[CH:39][C:36]=2[C:37]#[N:38])=[CH:30][C:29]=1[C:46]([F:49])([F:48])[F:47]

参加物

6

反応物 4

HCID 795ImidazoleHCID 807IodineHCID 11776TriphenylphosphineHCID 668256932-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-5-(2-hydroxyethyl)benzonitrile

生成物 1

HCID 677768282-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-5-(2-iodoethyl)benzonitrile収率 84.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of Ph3P (1036 mg, 3.95 mmol) and iodine (1003 mg, 3.95 mmol) in DCM (5 mL), which was stirred at room temperature for 10 min, was added imidazole (448 mg, 6.58 mmol). After stirring for another 10 min, 2-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}-5-(2-hydroxyethyl)benzonitrile (900 mg, 2.63 mmol) was added. The mixture was stirred at room temperature for 1 h, and quenched by water, extracted with DCM. Purification via flash chromatography then afforded the title compound (1.0 g, 2.214 mmol, 84% yield).

後処理

  1. stirringThe mixture was stirred at room temperature for 1 h
  2. customquenched by water
  3. extractionextracted with DCM
  4. customPurification via flash chromatography

出典と根拠

ORDレコード
ord-a5893f2c6356405aa6571f721c37bfce
出典データセット
uspto-grants-2014_01
特許番号
US08637536B2

反応ノート

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