Pyrazole → 1-[2-(4-nitrophenyl)ethyl]-1H-pyrazole

HRID 30687

반응식

HRID 30687 반응식
Br[CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][CH:5]=1.[NH:13]1[CH:17]=[CH:16][CH:15]=[N:14]1.[OH-].[K+]>O>[N+:10]([C:7]1[CH:8]=[CH:9][C:4]([CH2:3][CH2:2][N:13]2[CH:17]=[CH:16][CH:15]=[N:14]2)=[CH:5][CH:6]=1)([O-:12])=[O:11]

참가 물질

5

반응물 3

HCID 1048PyrazoleHCID 14797Potassium HydroxideHCID 792664-Nitrophenethyl bromide

생성물 1

HCID 638109421-[2-(4-nitrophenyl)ethyl]-1H-pyrazole수율 8%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
140 °C

실험 절차

A mixture of 1-(2-bromoethyl)-4-nitrobenzene (18.7 g), pyrazole (5.53 g) and potassium hydroxide (4.56 g) was stirred at 140° C. for 8 min. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to give 1-[2-(4-nitrophenyl)ethyl]-1H-pyrazole (1.37 g, 8%) as crystals from a fraction eluted with hexane-ethyl acetate (1:2, v/v). Recrystallization thereof from ethyl acetate-hexane gave yellow prism crystals. melting point: 92-93° C.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-63a98340bebf4655b901d80ba0441790
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07423159B2

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