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

HRID 474640노트

반응식

HRID 474640 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-a5893f2c6356405aa6571f721c37bfce
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637536B2

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