Pyrazole → 1-(2-(4-Bromophenoxy)ethyl)-1H-pyrazole

HRID 338547노트

반응식

HRID 338547 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][CH2:10]Br)=[CH:4][CH:3]=1.[NH:12]1[CH:16]=[CH:15][CH:14]=[N:13]1.C(=O)([O-])[O-].[Cs+].[Cs+]>C(#N)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][CH2:10][N:12]2[CH:16]=[CH:15][CH:14]=[N:13]2)=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 1048PyrazoleHCID 10796Cesium carbonateHCID 877972-Bromoethyl p-bromophenyl ether

생성물 1

HCID 467394231-(2-(4-Bromophenoxy)ethyl)-1H-pyrazole수율 104.9%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
80 °C

실험 절차

The mixture of 1-bromo-4-(2-bromoethoxy)benzene (1.00 g, 3.57 mmol), pyrazole (0.360 g, 5.36 mmol) and cesium carbonate (1.75 g, 5.36 mmol) in acetonitrile (10 mL) was heated at 80° C. and stirred for 2 hours. The reaction mixture was filtered. The filtrate was concentrated in vacuo to give a white solid, which was purified by silica gel chromatography to give the title compound (1.0 g, 100%) as a white solid. 1H NMR (400 MHz, CDCl3) δ ppm 7.56 (d, 1H) 7.54 (d, 1H) 7.35 (d, 2H), 6.74 (d, 2H), 6.26 (m, 1H), 4.53 (t, 2H), 4.30 (t, 2H).

후처리

  1. filtrationThe reaction mixture was filtered
  2. concentrationThe filtrate was concentrated in vacuo
  3. customto give a white solid, which
  4. customwas purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-6e56ce66a7474f19a6572e8b66fbb546
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889730B2

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