Stearoyl chloride → HCID 70359046, Verbindung

HRID 649708Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 649708
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:16]=[CH:17][CH:18]=1)[CH:6]([OH:15])[C:7](=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C(Cl)(=O)CCCCCCCCCCCCCCCCC.C1(C(C(C2C=CC=CC=2)O)=O)C=CC=CC=1.C(S([O-])(=O)=O)CCCCCCCCCCCCCCC.F[C:76](F)([C:80](F)(F)[C:81](F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F)[C:77]([O-:79])=[O:78]>C(N(CC)CC)C.C1(C)C=CC=CC=1>[C:77]([OH:79])(=[O:78])[CH2:76][CH2:80][CH2:81][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:8][CH2:7][CH2:6][CH2:5][CH2:16][CH2:17][CH2:18][CH2:3][CH3:4].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:16]=[CH:17][CH:18]=1)[CH:6]([OH:15])[C:7](=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Komponenten

8

Edukt 5

HCID 8212Stearoyl chlorideHCID 8400BenzoinHCID 4622696HCID 4622696, Verbindung2×HCID 4986139Perfluorooctanoate2×HCID 9991962HCID 9991962, Verbindung

Produkt 1

HCID 70359046HCID 70359046, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittel2×HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

3'-Methoxybenzoin (5 g, 0.021 mol) was dissolved in 200 ml of toluene containing one equivalent of triethylamine. One equivalent of octadecanoyl chloride in 20 ml of toluene was added slowly to the cooled (ice bath) stirred benzoin solution. Stirring was continued with ice bath cooling for one hour. The reaction mixture was then filtered free of precipitated amine salt and the filtrate was evaporated to give an oil which solidified to give a low melting solid. The hexadecanesulfonate (Compound 14) and perfluorooctanoate (Compound 15) (m.p. 55°-58° C.) esters were similarly prepared from the corresponding acid chlorides.

Aufarbeitung

  1. temperaturecooled (ice bath)
  2. customwas continued with ice bath
  3. temperaturecooling for one hour
  4. filtrationThe reaction mixture was then filtered free of precipitated amine salt
  5. customthe filtrate was evaporated
  6. customto give an oil which
  7. customto give a low melting solid

Quellen und Nachweise

ORD-Eintrag
ord-774c54c6d2f7418fa26dc45d31a01171
Quelldatensatz
uspto-grants-1988_04
Patentnummer
US04740600

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