A Process for Preparing Biaryl Compounds in a Suzuki Type Reaction Allowing Product Isolation and Catalyst Recycling in One Step

Simple SummaryContent extracted from patent full text and abstract with AI.

This patent describes a novel process for synthesizing biaryl compounds via Suzuki-type coupling reactions using aryl chlorides and aryl boronic acids. The process utilizes a three-phase system with water, oil, and a non-ionic surfactant to efficiently separate the desired product, salts, and the catalyst. Importantly, the catalyst remains in the surfactant phase and is easily recovered for reuse, enabling product isolation and catalyst recycling in a single step.

Use CasesContent extracted from patent full text and abstract with AI.

• Synthesis of pharmaceutical intermediates, particularly those used in producing angiotensin II antagonists for hypertension treatment.
• Manufacture of fine chemicals and specialty chemicals, such as components for liquid crystal displays (LCDs).
• Production of various substituted biphenyls and polyolefins used in organic materials and electronic devices.
• Industrial-scale biaryl compound production where catalyst recycling is desirable for cost and environmental reasons.

BenefitsContent extracted from patent full text and abstract with AI.

• Allows the use of cheaper and more readily available aryl chlorides instead of more expensive halides (bromides/iodides).
• Significantly simplifies product isolation and catalyst recycling; both can be achieved in a single step due to the three-phase separation.
• Reduces production costs by enabling effective catalyst recovery and reusability with minimal loss.
• Operates at lower temperatures and with shorter reaction times compared to existing methods, improving efficiency and reducing energy consumption.
• Minimizes contamination of final products with noble metal catalysts, contributing to higher product purity.
• Environmentally friendly due to the use of biodegradable surfactants and reduced waste generation.

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Patent Abstract

The invention relates to a process for preparing biaryl compounds using Suzuki type coupling reactions of aryl chlorides with aryl boronic acids in presence of a base and a water-soluble transition metal catalyst in a reaction solvent consisting of water/oil/surfactant. The used surfactant is a non-ionic surfactant of 3-6 wt.% (the percentage is related to the total weight of the reaction solvent) and the oil to water ratio in the reaction solvent is from 10:1 to 1:10. Using these reaction conditions a three phases system is formed. The reaction product is isolated from the oil phase. The water phase comprises the formed salts. The catalyst is contained in the surfactant phase being between the oil and water phases. The catalyst is recyclable and reusable.