Pyridine → Tetradec-7-ene

HRID 1678929

Reaktionsgleichung

Reaktionsgleichung von HRID 1678929
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]=[CH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[CH3:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH:23]=[CH:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32].N1C=CC=CC=1.C([Sn](CCCC)(CCCC)CCCC)CCC>[W](Cl)(Cl)(Cl)(Cl)(Cl)Cl>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]=[CH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[CH3:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH:23]=[CH:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32].[CH3:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH:21]=[CH:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]

Komponenten

8

Edukt 4

HCID 1049PyridineHCID 15098TetrabutyltinHCID 25209Tetradec-7-ene2×HCID 521661CID 5216612×

Produkt 3

HCID 25209Tetradec-7-eneHCID 520743Hexadec-7-eneHCID 521661CID 521661

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 83301Tungsten hexachlorideKatalysator

Versuchsvorschrift

7-Tetradecene and 9-octadecene were cross-metathesized employing a homogeneous modified catalyst. For the reaction, 1 mole 7-tetradecene and 1 mole 9-octadecene were combined in the reactor with 12.9 millimoles tungsten hexachloride. Pyridine (6.5 millimoles) was charged to the reactor followed by the addition of 12.9 millimoles tetrabutyl tin. The reaction was conducted at 90° C and after 30 minutes reaction, near equilibrium conversion of the olefins was obtained with high selectivity to the equilibrium mixture of 1 part 7-tetradecene, 1 part 9-octadecene and 2 parts 7-hexadecene. When the experiment was repeated in an identical manner but using an unmodified catalyst (12.9 millimoles tungsten hexachloride with 12.9 millimoles tetrabutyl tin) conversion of the olefins was significantly greater than the theoretical equilibrium conversion due to the lower selectivity of the reaction to the desired cross-methathesized products.

Aufarbeitung

  1. customreaction

Quellen und Nachweise

ORD-Eintrag
ord-7d4b512d0c6a474aaead7ce0c4817963
Quelldatensatz
uspto-grants-1978_03
Patentnummer
US04078013

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