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

HRID 356602

반응식

HRID 356602 반응식
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

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 145136N-Triisopropylsilylpyrrole

생성물 1

HCID 27633023-Bromo-1-(triisopropylsilyl)pyrrole수율 92.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2069c0804a554713866128ef5b2f12e5
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05837704

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