Triethylamine → 3-[(N-methylureido)tridecyl]-5-Trimethylsilylfuran

HRID 1090896Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1090896
[CH3:1][N:2]=[C:3]=[O:4].N[CH:6]([C:19]1[CH:23]=[C:22]([Si:24]([CH3:27])([CH3:26])[CH3:25])[O:21][CH:20]=1)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].C([N:30](CC)CC)C>ClCCl>[CH3:1][N:2]([CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][C:19]1[CH:23]=[C:22]([Si:24]([CH3:26])([CH3:27])[CH3:25])[O:21][CH:20]=1)[C:3]([NH2:30])=[O:4]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 12228Methyl IsocyanateHCID 150370773-(1-Aminotridecyl)-5-trimethylsilylfuran

Produkt 1

HCID 543511783-[(N-methylureido)tridecyl]-5-Trimethylsilylfuran

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of methylisocyanate (23ul, 0.38 mmol) in dichloromethane (0.5 ml) was added to a solution of 3-(1-aminotridecyl)-5-trimethylsilylfuran (85.5 mg, 0.25 mmol) and triethylamine (53 microliter, 0.3 mmol) in dichloromethane (2 ml) at room temperature. Stirring was continued for two days and the reaction mixture was quenched with water. Extraction (dichloromethane) and evaporation of the dried (magnesium sulfate) extracts gave an oil, which was purified by preparative TLC (20×20 CM, 1000ul; developed with 40% ethyl acetate/hexane) to give the titled urea as a colorless oil.

Aufarbeitung

  1. customthe reaction mixture was quenched with water
  2. extractionExtraction (dichloromethane) and evaporation of the
  3. dry with materialdried (magnesium sulfate)
  4. customextracts gave an oil, which
  5. customwas purified by preparative TLC (20×20 CM, 1000ul; developed with 40% ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-4ea04865dd98408abe0be1da70dde30f
Quelldatensatz
uspto-grants-1992_01
Patentnummer
US05082954

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