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Novel catalyst for aldol condensation reactions

A technology of aldol condensation and products, applied in the field of aldol condensation reaction, can solve problems such as negative environmental impact, complex, expensive process and the like

Inactive Publication Date: 2010-10-20
芭芭拉・诺齐埃尔
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The disadvantage of these processes is their cost for metal catalysts and the negative impact on the environment for strong acid / base catalysts for mass production
Another disadvantage is provided by the harsh conditions imposed by strong acids or bases, which means that not all types of raw materials can be used
More environmentally friendly production is provided through the use of heterogeneous catalysis or phase transfer catalysis, but these are complex to implement and (at least on a large scale) expensive processes

Method used

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  • Novel catalyst for aldol condensation reactions
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Experimental program
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Embodiment

[0035] General conditions: 4 ml saline solution (see Table 3) was stirred continuously and protected from light.

[0036] Reactant concentration: acetaldehyde: 0.1-0.5M; acetone: 0.5-1M.

[0037] Temperature = 25°C (room temperature) or 35°C.

[0038] The degree of conversion of the reaction was determined by UV-visible absorption measurements of the consumption of the reactant acetone, and the formation of the product acetaldehyde: acetone was monitored at 269 nm, the acetaldehyde product (2,4,6-octatrienal) at 320 and 350 nm monitoring.

[0039] Table 1 : Comparison between commonly used catalysts and the catalysts mentioned in the present invention for different aldehydes and ketones (all solutions in water)

[0040]

[0041] Table 2: For the reaction of acetaldehyde, the comparison of the catalytic efficiency of various inorganic ammonium salt catalysts mentioned in the present invention (all solutions are in water)

[0042] Catalyst / Temperature

Conversi...

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Abstract

The present invention presents catalytic systems for aldol condensation reactions, comprising the step of reacting at least one aldehyde or one ketone starting material in the presence of an inorganic ammonium salt, or an aqueous or organic solution prepared from such salt. The efficiency of the catalytic system of the present invention is comparable to those of the classical strong acid and strong base catalysts.

Description

technical field [0001] The present invention relates to the aldol condensation reaction, and more particularly to inorganic ammonium salts or solutions thereof that can be used to catalyze the reaction. Background technique [0002] Aldolization reactions or adolization reactions are known in the art. See US Patent 6,090,986 to Godwin et al. See also Mestres et al., Green Chem., 2004, 6, 583-603. Ketones and / or aldehydes are starting materials for aldol condensations, which are a convenient way of forming C-C bonds and are important, for example, for mass production or in the fine chemical and pharmaceutical industries. [0003] Aldol condensation reactions are typically performed in the presence of strong acids or bases, and / or metal catalysts. A disadvantage of these processes is their cost for metal catalysts and the negative impact on the environment for strong acid / base catalysts for mass production. Another disadvantage is provided by the harsh conditions imposed b...

Claims

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Application Information

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IPC IPC(8): C07C45/72C07B37/02C07C49/203
CPCC07C45/73C07B37/02C07C49/04
Inventor 芭芭拉·诺齐埃尔阿曼多·科德瓦
Owner 芭芭拉・诺齐埃尔
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