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Potassium Carbonate → 3-(4-Nitro-pyrazol-1-yl)-propan-1-ol

HRID 55871
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HRID 55871 반응식
[N+:1]([C:4]1[CH:5]=[N:6][NH:7][CH:8]=1)([O-:3])=[O:2].C([O-])([O-])=O.[K+].[K+].Br[CH2:16][CH2:17][CH2:18][OH:19]>CC#N>[N+:1]([C:4]1[CH:5]=[N:6][N:7]([CH2:16][CH2:17][CH2:18][OH:19])[CH:8]=1)([O-:3])=[O:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 123083-Bromo-1-propanolHCID 163764-nitro-1H-pyrazole

생성물 1

HCID 196218373-(4-Nitro-pyrazol-1-yl)-propan-1-ol수율 93%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
75 °C

실험 절차

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

To a stirred solution of 4-nitro-1H-pyrazole (27) (1.0 g, 8.9 mmol) in MeCN (15 mL) was added K2CO3 (1.8 g, 13.2 mmol) and 3-bromo-propanol (880 μL, 9.7 mmol). The mixture was stirred at 75° C. for 6 hours. The solvent was evaporated in vacuo and the residue partitioned between H2O (15 mL) and EtOAc (15 mL). The layers were separated and the aqueous phase extracted with EtOAc (2×15 mL). The combined organics were dried (MgSO4), filtered and the solvent evaporated in vacuo to afford the title compound as a pale yellow oil (1.41 g, 93%); LCMS, Rt=1.31 min (MeOH-FA method), m/z 172 (MH+).

후처리

  1. customThe solvent was evaporated in vacuo
  2. customthe residue partitioned between H2O (15 mL) and EtOAc (15 mL)
  3. customThe layers were separated
  4. extractionthe aqueous phase extracted with EtOAc (2×15 mL)
  5. dry with materialThe combined organics were dried (MgSO4)
  6. filtrationfiltered
  7. customthe solvent evaporated in vacuo

출처 및 근거

ORD 기록
ord-5832e3deb7e74ffd9ceb999f45ff1987
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09433622B2

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