Trityl chloride → 1H-Pyrazole, 3-bromo-1-(triphenylmethyl)-

HRID 32792

반응식

HRID 32792 반응식
[Br:1][C:2]1[CH:6]=[CH:5][NH:4][N:3]=1.[C:7]1([C:13](Cl)([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.CCN(CC)CC.O.C(Cl)Cl>C(Cl)Cl>[Br:1][C:2]1[CH:6]=[CH:5][N:4]([C:13]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:3]=1

참가 물질

6

반응물 4

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 21908982Water methylene chlorideHCID 178419412HCID 178419412, 화합물

생성물 1

HCID 673126581H-Pyrazole, 3-bromo-1-(triphenylmethyl)-수율 64%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 3-bromo-pyrazole (2.0 g, 13.6 mmol) in anh. CH2Cl2 (40 mL), at r.t., under N2, were added triphenylmethyl chloride (4.17 g, 1.1 eq) and Et3N (2.1 mL, 1.1 eq). The reaction mixture was stirred at r.t. for 4 hr. It was poured into water/CH2Cl2. The phases were separated and the aqueous layer was further extracted with CH2Cl2 (2×30 mL). The combined organic extracts were dried over anh. Na2SO4, the solids were filtered and the solvent evaporated. The residue was purified by flash chromatography (silica gel, 100% CH2Cl2) to give the title compound as a white solid (3.39 g, 64%).

후처리

  1. customThe phases were separated
  2. extractionthe aqueous layer was further extracted with CH2Cl2 (2×30 mL)
  3. dry with materialThe combined organic extracts were dried over anh. Na2SO4
  4. filtrationthe solids were filtered
  5. customthe solvent evaporated
  6. customThe residue was purified by flash chromatography (silica gel, 100% CH2Cl2)

출처 및 근거

ORD 기록
ord-617ef31056a84a9fb21cf436620f582e
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07427630B2

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