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

HRID 32792

反応式

HRID 32792 の反応式
[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

参加物

6

反応物 4

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 21908982Water methylene chlorideHCID 178419412HCID 178419412、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-617ef31056a84a9fb21cf436620f582e
出典データセット
uspto-grants-2008_09
特許番号
US07427630B2

関連ノート

読み込み中…