Dimethylformamide → 5-Nitro-2-(2,2,2-trifluoroethoxy)benzonitrile

HRID 1744527노트

반응식

HRID 1744527 반응식
CN(C)C=O.Cl[C:7]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][C:8]=1[C:9]#[N:10].[F:18][C:19]([F:23])([F:22])[CH2:20][OH:21].[H-].[Na+]>O>[N+:15]([C:12]1[CH:13]=[CH:14][C:7]([O:21][CH2:20][C:19]([F:23])([F:22])[F:18])=[C:8]([CH:11]=1)[C:9]#[N:10])([O-:17])=[O:16]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 64092,2,2-TrifluoroethanolHCID 24758Sodium hydrideHCID 855042-Chloro-5-nitrobenzonitrile

생성물 1

HCID 130045665-Nitro-2-(2,2,2-trifluoroethoxy)benzonitrile수율 69.7%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a dimethylformamide solution (30 ml) containing 2-chloro-5-nitrobenzonitrile (10 g) and 2,2,2-trifluoroethanol (6 g) was added sodium hydride (60% content, 2.65 g) under ice-cooling, and the mixture was stirred for 1 h. The reaction mixture was added to water and extracted with toluene. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, after which the solvent was evaporated under reduced pressure. Diisopropyl ether was added to the residue to allow crystallization. The crystals were recrystallized from a mixed solvent of toluene-diisopropyl ether to give 5-nitro-2-(2,2,2-trifluoroethoxy)benzonitrile (9.4 g), melting point: 94° C.

후처리

  1. temperaturecooling
  2. extractionextracted with toluene
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customafter which the solvent was evaporated under reduced pressure
  6. additionDiisopropyl ether was added to the residue
  7. customcrystallization
  8. customThe crystals were recrystallized from a mixed solvent of toluene-diisopropyl ether

출처 및 근거

ORD 기록
ord-fc1fee6e1a1042cb8a4f67a111ecc60d
출처 데이터셋
uspto-grants-2006_03
특허 번호
US07015218B1

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