N-bromobutanimide → 3-Bromo-1-(triisopropylsilyl)pyrrole

HRID 356602

反応式

HRID 356602 の反応式
C1C(=O)N([Br:8])C(=O)C1.[CH:9]([Si:12]([CH:21]([CH3:23])[CH3:22])([CH:18]([CH3:20])[CH3:19])[N:13]1[CH:17]=[CH:16][CH:15]=[CH:14]1)([CH3:11])[CH3:10]>C1COCC1>[Br:8][C:15]1[CH:16]=[CH:17][N:13]([Si:12]([CH:9]([CH3:11])[CH3:10])([CH:18]([CH3:20])[CH3:19])[CH:21]([CH3:23])[CH3:22])[CH:14]=1

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 145136N-Triisopropylsilylpyrrole

生成物 1

HCID 27633023-Bromo-1-(triisopropylsilyl)pyrrole収率 92.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

NBS (6.4 g) was added in one portion to a stirred solution of 1-(triisopropylsilyl)pyrrole (8.00 g) in dry THF (80 mL) at -78° C. The mixture was stirred at this temperature for 2 h, and was then allowed to warm to room temperature overnight. The solvent was removed, water was added to the residue, and the product extracted with CH2Cl2, dried (anhyd Na2SO4), filtered, and evaporated. The residue was chromatographed over silica gel (hexanes) and concentrated to provide 10.00 g of 3-bromo-1-(triisopropylsilyl)pyrrole as a colorless oil.

後処理

  1. customThe solvent was removed
  2. additionwater was added to the residue
  3. extractionthe product extracted with CH2Cl2
  4. dry with materialdried (anhyd Na2SO4)
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue was chromatographed over silica gel (hexanes)
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-2069c0804a554713866128ef5b2f12e5
出典データセット
uspto-grants-1998_11
特許番号
US05837704

関連ノート

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