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

HRID 887661노트

반응식

HRID 887661 반응식
[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]

참가 물질

4

반응물 1

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

생성물 1

HCID 27757093-Nitro-5-(trifluoromethyl)aniline

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e474329f04a44bdbb4a3f882c2beb713
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08247430B2

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