Ammonium Hydroxide → HCID 118024571, 화합물

HRID 58198노트

반응식

HRID 58198 반응식
F[C:2]1[CH:7]=[CH:6][C:5]([CH:8]([O:10][CH3:11])[CH3:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[NH4+:15].[OH-].CCOC(C)=O.O>C1COCC1>[CH3:11][O:10][CH:8]([C:5]1[CH:6]=[CH:7][C:2]([NH2:15])=[C:3]([N+:12]([O-:14])=[O:13])[CH:4]=1)[CH3:9]

참가 물질

5

반응물 3

HCID 14923Ammonium Hydroxide2회HCID 179959131-Fluoro-4-(1-methoxyethyl)-2-nitrobenzeneHCID 22728543Water ethylacetate

생성물 1

HCID 118024571HCID 118024571, 화합물수율 44.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

1-fluoro-4-(1-methoxyethyl)-2-nitrobenzene (664 g, 3.33 mmol) was stirred in THF (10 ml). NH4OH (0.39 ml, 10.0 mmol) was added and the reaction mixture was stirred at room temperature for 2 hours. Further 780 ul of NH4OH was added and the reaction mixture was heated at 120° C. for 10 minutes using microwave (Biotage Initiator) and then at 140° C. for 50 minutes. After cooling to room temperature, the reaction mixture was poured into EtOAc/water. The organic layer was washed with brine, dried over MgSO4 and evaporated. The resulting material was purified by flash chromatography on silica eluting with 0% to 50% EtOAc/Hexane to afford the title compound (290 mg, yield: 44%). 1H-NMR (400 MHz, CDCl3) δ 1.42 (d, 3H) 3.22 (s, 3H) 4.24 (q, 1H) 6.05 (br. s., 2H) 6.83 (d, 1H) 7.38 (dd, 2.01 Hz, 1H) 8.04 (d, 1H)

후처리

  1. temperaturethe reaction mixture was heated at 120° C. for 10 minutes
  2. waitat 140° C. for 50 minutes
  3. temperatureAfter cooling to room temperature
  4. washThe organic layer was washed with brine
  5. dry with materialdried over MgSO4
  6. customevaporated
  7. customThe resulting material was purified by flash chromatography on silica eluting with 0% to 50% EtOAc/Hexane

출처 및 근거

ORD 기록
ord-07a6a495066a456f990f14a7b0f889a0
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434697B2

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