Undecylenic Acid → 1-Undecene, 11-fluoro-

HRID 879950

Reaktionsgleichung

Reaktionsgleichung von HRID 879950
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]CCC.C(OCC(F)(F)[F:31])(=O)CCCCCCCCC#C.C(OCC(F)(F)F)(=O)CCCCCCCCC=C.C(O)(=O)CCCCCCCCC#C.C(O)(=O)CCCCCCCCC=C.FC(F)(F)CO.C1(N=C=NC2CCCCC2)CCCCC1>CS(C)=O.CN(C)C1C=CN=CC=1>[F:31][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]=[CH2:12]

Komponenten

10

Edukt 7

HCID 5634Undecylenic AcidHCID 64092,2,2-TrifluoroethanolHCID 8208Myristyl bromideHCID 10868DicyclohexylcarbodiimideHCID 3103910-Undecynoic acidHCID 114825012,2,2-trifluoroethyl Undec-10-enoateHCID 866583042,2,2-Trifluoroethyl undec-10-ynoate

Produkt 1

HCID 680461-Undecene, 11-fluoro-

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

Glassware used for surface modification was cleaned with organic solvents and etched overnight in basic detergent solution. Prior to use, it was rinsed with ultrapure water and dried at 120° C. 1-Hexadecene (98%, Sigma-Aldrich) was purified by column chromatography and vacuum distillation. 1-Hexadecyne was obtained by reacting 1-bromotetradecane with lithium acetylide ethylenediamine complex in dimethylsulfoxide. 11-Fluoroundec-1-ene was synthesized as described elsewhere.14 2,2,2-Trifluoroethyl undec-10-ynoate and 2,2,2-trifluoroethyl undec-10-enoate were synthesized by esterification of 10-undecynoic acid, respectively 10-undecenoic acid, with 2,2,2-trifluoroethanol using N,N′-dicyclohexylcarbodiimide as a coupling reagent and 4-dimethylaminopyridine as a catalyst. Solvents used were either of analytical grade or distilled prior to use.

Aufarbeitung

  1. distillationdistilled

Quellen und Nachweise

ORD-Eintrag
ord-0b2f3dd8dcb24da89fa6a77c85fd4e20
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08993479B2

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