Water → HCID 118452636, 화합물

HRID 1773242

반응식

HRID 1773242 반응식
[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]

참가 물질

6

반응물 2

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

생성물 1

HCID 118452636HCID 118452636, 화합물수율 95.4%

시약·촉매·용매 3

HCID 313Hydrochloric Acid촉매HCID 23925Iron촉매HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3a87f898d71d47efb17e856a27b9102b
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09255093B2

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