alpha,alpha,alpha-Trifluoro-3,5-dinitrotoluene → 3-Nitro-5-(trifluoromethyl)aniline

HRID 887661ノート

反応式

HRID 887661 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([C:13]([F:16])([F:15])[F:14])[CH:7]=[C:8]([N+:10]([O-:12])=[O:11])[CH:9]=1)([O-])=O.[NH4+]=S>CCO.O>[N+:10]([C:8]1[CH:9]=[C:4]([NH2:1])[CH:5]=[C:6]([C:13]([F:14])([F:15])[F:16])[CH:7]=1)([O-:12])=[O:11]

参加物

4

反応物 1

HCID 123060alpha,alpha,alpha-Trifluoro-3,5-dinitrotoluene

生成物 1

HCID 27757093-Nitro-5-(trifluoromethyl)aniline

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

To a solution of 3,5-dinitrobenzotrifluoride (10 g, 42 mmols, 1 eq.) in 150 mL of EtOH was added 17.6 mL (258.3 mmols, 6.15 eq.) of ammonium sulfide in water (50% by weight, Aldrich). The reaction was heated to reflux for 16 h during which time it became orange and a yellow precipitate formed. After cooling the volume was reduced to approximately 50 mL. The solid was removed by filtration and the filtrate evaporated to dryness in vacuo. The resulting orange solid was purified by column chromatography eluting with a step gradient of 20-30% EtOAc:hexane to provide the compound as a yellow/orange solid.

後処理

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 16 h during which time it
  3. customa yellow precipitate formed
  4. temperatureAfter cooling the volume
  5. customThe solid was removed by filtration
  6. customthe filtrate evaporated to dryness in vacuo
  7. customThe resulting orange solid was purified by column chromatography
  8. washeluting with a step gradient of 20-30% EtOAc

出典と根拠

ORDレコード
ord-e474329f04a44bdbb4a3f882c2beb713
出典データセット
uspto-grants-2012_08
特許番号
US08247430B2

反応ノート

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