Propargyl alcohol → HCID 15045667, Verbindung

HRID 1460283

Reaktionsgleichung

Reaktionsgleichung von HRID 1460283
[CH2:1]([C:16]1[CH:17]=[C:18]([OH:22])[CH:19]=[CH:20][CH:21]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].[CH2:23](O)[C:24]#[CH:25].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>O.CCCCCC>[CH2:1]([C:16]1[CH:17]=[C:18]([O:22][CH2:25][C:24]#[CH:23])[CH:19]=[CH:20][CH:21]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]

Komponenten

7

Edukt 4

HCID 7859Propargyl alcoholHCID 11776TriphenylphosphineHCID 68146Hydrogenated cardanolHCID 220568ethyl N-ethoxycarbonyliminocarbamate

Produkt 1

HCID 15045667HCID 15045667, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8058HexaneLösungsmittel

Versuchsvorschrift

To a solution of 24.4 g (80 mmol) of 3-pentadecylphenol, 4.93 g (88 mmol) of propargyl alcohol and 23.1 g (88 mmol) of triphenylphosphine cooled to 15° C. is added dropwise 15.3 g (13.9 ml, 88 mmol) of diethyl azodicarboxylate. The mixture is stirred for 4.5 hours and then is diluted with water and extracted with hexane (3 times). The hexane extracts are combined, washed with 1N sodium hydroxide and are dried over magnesium sulfate overnight. Filtration and evaporation gives crude oil which is subjected to flash chromatography using hexane as eluting solvent. The appropriate fractions are combined to give the title compound as an oil which solidifies upon standing: mp. 26°-27° C. The product is used without further characterization.

Aufarbeitung

  1. extractionextracted with hexane (3 times)
  2. washwashed with 1N sodium hydroxide
  3. dry with materialare dried over magnesium sulfate overnight
  4. filtrationFiltration and evaporation
  5. customgives crude oil which
  6. washas eluting solvent

Quellen und Nachweise

ORD-Eintrag
ord-d6b9cf94a0484c3b9e6002f1a161c67e
Quelldatensatz
uspto-grants-1991_12
Patentnummer
US05070207

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