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

HRID 1744527ノート

反応式

HRID 1744527 の反応式
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]

参加物

6

反応物 4

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

生成物 1

HCID 130045665-Nitro-2-(2,2,2-trifluoroethoxy)benzonitrile収率 69.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-fc1fee6e1a1042cb8a4f67a111ecc60d
出典データセット
uspto-grants-2006_03
特許番号
US07015218B1

反応ノート

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