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3-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-4-methyl-5-[2-(phosphonooxy)ethyl]thiazolium → 1-Decene

HRID 2041014
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2041014
[CH2:1]=[CH:2][CH2:3][CH3:4].[CH3:5][C:6]1[N+](CC2C(N)=NC(C)=NC=2)=CS[C:7]=1[CH2:20][CH2:21]OP(O)(O)=O.[CH:27](O)([CH3:29])[CH3:28]>Cl[Ru](=CC1C=CC=CC=1)([P](C1CCCCC1)(C1CCCCC1)C1CCCCC1)([P](C1CCCCC1)(C1CCCCC1)C1CCCCC1)Cl>[CH2:1]=[CH:2][CH2:3][CH2:4][CH2:27][CH2:21][CH2:20][CH2:7][CH2:6][CH3:5].[CH3:1][CH2:2][CH:3]=[CH:4][CH2:28][CH2:27][CH2:29][CH2:21][CH2:20][CH2:7][CH2:6][CH3:5]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 11313-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-4-methyl-5-[2-(phosphonooxy)ethyl]thiazoliumHCID 3776IsopropanolHCID 78441-Butene2×

Produkt 2

HCID 133811-DeceneHCID 1372853-Dodecen

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 178479819
HCID 178479819, Verbindung
Katalysator

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

Estolides prepared according to the method set forth in Example 1 (20 mol) and a second-generation Grubbs' catalyst (e.g., C827, 25 ppm) are added to a Parr Reactor and degassed with argon for 1 hr. 1-Butene is added while heating to 60° C. while keeping the pressure of the reaction between about 25 to about 60 psi. The 1-butene is added using a one-way check valve to prevent backflow into the 1-butene cylinder. After 4 hrs, the pressure is released and vented into the fume hood. After allowing the reactor to cool to room temperature, a 50 ml 1M tris-hydroxymethylphopshine (THMP) solution in isopropanol (IPA) (50 mol equiv.) is added, and the reactor is degassed with argon and heated to 60° C. for 18 hrs. The reactor is then again allowed to cool to room temperature. The crude reaction product is then washed with water and brine. The washed reaction product is them dried over sodium sulfate, filtered, and distilled to provide 1-decene, 3-dodecene, estolides having a C10 cap with a terminal double bond, and estolides having a C12 cap with an internal double bond.

Aufarbeitung

  1. customEstolides prepared
  2. customdegassed with argon for 1 hr
  3. addition1-Butene is added
  4. customthe pressure of the reaction between about 25 to about 60 psi
  5. temperatureto cool to room temperature
  6. customthe reactor is degassed with argon
  7. temperatureheated to 60° C. for 18 hrs
  8. temperatureto cool to room temperature
  9. customThe crude reaction product
  10. washis then washed with water and brine
  11. customThe washed reaction product
  12. dry with materialdried over sodium sulfate
  13. filtrationfiltered
  14. distillationdistilled

Quellen und Nachweise

ORD-Eintrag
ord-1276d2d9fd404b0180495881960db01d
Quelldatensatz
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08580985B2

Notizen zur Reaktion

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