Undecanenitrile → 2-Decyl-2-oxazoline

HRID 1086419

Reaktionsgleichung

Reaktionsgleichung von HRID 1086419
[CH2:1]([C:12]#[N:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]C.C(#N)CCCCCCCCCC.N[CH:27]([OH:29])[CH3:28]>C(O)CCC.O.O.C([O-])(=O)C.[Cd+2].C([O-])(=O)C>[CH2:1]([C:12]1[O:29][CH2:27][CH2:28][N:13]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Komponenten

6

Edukt 3

HCID 16722UndecanenitrileHCID 17092DodecanenitrileHCID 522583Acetaldehyde ammonia

Produkt 1

HCID 146517892-Decyl-2-oxazolineAusbeute 64,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6537495Cadmium acetate, dihydrateKatalysatorHCID 2631-ButanolLösungsmittel

Versuchsvorschrift

Undecyl cyanide in Example 1 was substituted with 18.13 g (108.4 mmoles) of undecanenitrile and allowed to react with 7.5 ml (121.3) mmoles of aminoethanol in presence of cadmium acetate dihydrate (667 mg; 2.5 mmoles) in 1-butanol under identical reaction conditions. The reaction mixture was worked up following Example 1 and the residue was distilled at 118°-120° C./1.2 mm to give 14.72 g (64.3%) of 2-decyl-2-oxazoline.

Aufarbeitung

  1. distillationthe residue was distilled at 118°-120° C./1.2 mm

Quellen und Nachweise

ORD-Eintrag
ord-b2fc2f6a71af48399ac0f7f4ddaa5644
Quelldatensatz
uspto-grants-1991_07
Patentnummer
US05030629

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