Pyrrole → N-Triisopropylsilylpyrrole

HRID 344619

反応式

HRID 344619 の反応式
[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]

参加物

6

反応物 3

HCID 8027PyrroleHCID 139400Triisopropylsilyl chlorideHCID 23665647Potassium tert-butoxide

生成物 1

HCID 145136N-Triisopropylsilylpyrrole収率 86%

試薬・触媒・溶媒 2

HCID 2855718-Crown-6触媒HCID 3283Diethyl Ether溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-577bb99ccf3547ab838bb9619616a01c
出典データセット
uspto-grants-1991_10
特許番号
US05053073

関連ノート

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