Water → HCID 118452636、化合物

HRID 1773242

反応式

HRID 1773242 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][C:11]([F:14])([F:13])[F:12])=[C:6]([C:15]([CH3:17])=[CH2:16])[CH:5]=1)([O-])=O.O>C1(C)C=CC=CC=1.Cl.[Fe]>[CH2:16]=[C:15]([C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][C:7]=1[O:10][C:11]([F:12])([F:14])[F:13])[NH2:1])[CH3:17]

参加物

6

反応物 2

HCID 962WaterHCID 1184526474-Nitro-2-(prop-1-en-2-yl)-1-(trifluoromethoxy)benzene

生成物 1

HCID 118452636HCID 118452636、化合物収率 95.4%

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid触媒HCID 23925Iron触媒HCID 1140Toluene溶媒

実験手順

To a solution of 4-nitro-2-(prop-1-en-2-yl)-1-(trifluoromethoxy)benzene (275 mg, 1.11 mmol) in toluene (9.85 mL) was added iron (1.24 g, 22.25 mmol) and concentrated HCl (3.38 μL, 0.11 mmol) (3 drops). The mixture was stirred vigorously under reflux and water (0.20 mL, 11.13 mmol) was added and the r×n was stirred at reflux for 2 hr. The crude mixture was filtered through celite and concentrated under reduced pressure. The crude was diluted with EtOAc and dried with Na2SO4, filtered and concentrated under reduced pressure to give 3-(prop-1-en-2-yl)-4-(trifluoromethoxy)aniline (230 mg). LCMS retention time=1.46 minutes (LC method 5); MS (m+1)=218.2.

後処理

  1. temperatureunder reflux
  2. stirringthe r×n was stirred
  3. temperatureat reflux for 2 hr
  4. filtrationThe crude mixture was filtered through celite and
  5. concentrationconcentrated under reduced pressure
  6. additionThe crude was diluted with EtOAc
  7. dry with materialdried with Na2SO4
  8. filtrationfiltered
  9. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-3a87f898d71d47efb17e856a27b9102b
出典データセット
uspto-grants-2016_02
特許番号
US09255093B2

関連ノート

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