Dioctyl maleate synthesis

4synthesis methods

Product Name:Dioctyl maleate
CAS Number:2915-53-9
Molecular formula:C20H36O4
Molecular Weight:340.5

311-28-4
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110-17-8 Synthesis

110-17-8
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2915-53-9
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$9.00/25g

Yield:-

Reaction Conditions:

with potassium hydroxide in chloroform;1-bromo-hexane;water;Petroleum ether

Steps:

2.ii (ii)
(ii) Preparation of Hexyl/Octyl Maleate/Fumarate Monooctyl maleic/fumaric acid (88 g, 0.39 mole) was dissolved in chloroform (200 ml) and was stirred in a 1 L Erlenmeyer (Quick Fit) flask, fitted with condenser, with a solution of potassium hydroxide (21 g, 0.38 mole) and tetrabutyl ammonium iodide (15 g, 0.04 mole) in 200 mls of water. To the stirred mixture was added hexyl bromide 64 g, 0.39 mole) and the two phase mixture was stirred rapidly under reflux for 5 hours. The chloroform layer was separated off, washed with sodium carbonate solution, then with water, and then dried over sodium sulphate. After filtering and evaporating the resulting oil was treated with 30/40 petroleum ether which precipitated the catalyst which could be reused. Filtration/evaporation yielded the crude product as an oil (77 g). Distillation in vacuo removed 13.1 g hexyl bromide. The yield of undistilled material was 59.3 g (62% based on hexyl bromide).

References:

Lever Brothers Company US4434091, 1984, A

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108-31-6 Synthesis