Tin tetrachloride → CID 521661

HRID 2287114Notes

Reaction equation

HRID 2287114 reaction equation
[C:1](OC)(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].Cl[Sn](Cl)(Cl)Cl.[Si](Cl)(Cl)(Cl)Cl>ClC1C=CC=CC=1>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH:9]=[CH:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

5

Reactant 3

HCID 24287Tin tetrachlorideHCID 24816Silicon tetrachlorideHCID 5364509Methyl Oleate

Product 1

HCID 521661CID 521661Yield 16%

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

Several other runs were carried out to demonstrate the use of embodiment A for the disproportionation of unsaturated esters. In run 201, 21 mmoles of methyl oleate, 0.22 mmoles of (methoxyphenylcarbene)pentacarbonyltungsten(O), 2.2 mmoles of SnCl4, and 2.2 mmoles of SiCl4 in about 18 ml of chlorobenzene were stirred at 55° C. for 72 hours. The reaction product mixture contained a 16% yield of 9-octadecene and about a 10% yield of dimethyl 9-octadecen-1,18-dioate. The yield of 9-octadecene is increased over the yield of run 168 which did not use SiCl4.

Sources & evidence

ORD record
ord-d64253a9ac99434e89d28859d2f9c634
Source dataset
uspto-grants-1981_05
Patent number
US04269780

Reaction notes

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