Pyrrole → N-Triisopropylsilylpyrrole

HRID 344619

반응식

HRID 344619 반응식
[NH:1]1[CH:5]=[CH:4][CH:3]=[CH:2]1.CC(C)([O-])C.[K+].[CH:12]([Si:15](Cl)([CH:19]([CH3:21])[CH3:20])[CH:16]([CH3:18])[CH3:17])([CH3:14])[CH3:13]>CCOCC.C1OCCOCCOCCOCCOCCOC1>[CH:12]([Si:15]([CH:19]([CH3:21])[CH3:20])([CH:16]([CH3:18])[CH3:17])[N:1]1[CH:5]=[CH:4][CH:3]=[CH:2]1)([CH3:14])[CH3:13]

참가 물질

6

반응물 3

HCID 8027PyrroleHCID 139400Triisopropylsilyl chlorideHCID 23665647Potassium tert-butoxide

생성물 1

HCID 145136N-Triisopropylsilylpyrrole수율 86%

시약·촉매·용매 2

HCID 2855718-Crown-6촉매HCID 3283Diethyl Ether용매

실험 절차

Pyrrole (2.9 ml, 42 mmol) was added dropwise with stirring at room temperature to a suspension of potassium tert-butoxide (4.66 g, 42 mmol) and 18-crown-6 (0.2 g, 0.76 mmol) in ether (300 ml). After 1 hour tri-isopropylsilyl chloride (8.0 g, 42 mmol) was added dropwise, and then the reaction mixture was stirred for 16 hours, and filtered. The residue was washed with ether and the combined filtrate and washings were washed with brine, then dried and concentrated to give N-tri-isopropylsilylpyrrole 8.0 g, 86% yield) as a clear oil, 1H nmr: delta 1.04 (18H, d), 1.38 (3H, m), 6.22 (2H, m), 6.72 (2H, m) ppm.

후처리

  1. filtrationfiltered
  2. washThe residue was washed with ether
  3. washthe combined filtrate and washings were washed with brine
  4. customdried
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-577bb99ccf3547ab838bb9619616a01c
출처 데이터셋
uspto-grants-1991_10
특허 번호
US05053073

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