Triethyl orthoformate, also known as triethoxymethane, 1,1 ”, 1 ” (methylene tris (oxy)) triethane, is a pungent liquid with a low melting and boiling point. It is miscible with ethanol and ether and slightly soluble in water. It is mainly used as a raw material for the preparation of antimalarial drugs chloroquine, quinoline, and photographic and photosensitive materials, as well as for the synthesis of methyl and cyanine dyes.
Usage:
- Triethyl orthoformate is a commonly used alkylation and formylation reagent in chemical laboratories. They are easy to store, but have high reactivity. They can be used as alkylation reagents, making it easy to transfer alkyl groups to various alcohol hydroxyl groups; When used as a formylation reagent, it can be used under acidic or alkaline conditions.
When triethyl orthoformate is used as an alkylation reagent in the alkylation reaction with alcohol, it can cause various alcohols to undergo corresponding alkylation reactions. It can cause the alkylation reaction of polyols to generate corresponding cyclic orthoformates.
The protective orthoformate of aldehydes or ketones can be used to protect aldehydes and ketones, generating formate esters and corresponding acetals or ketals.
Under the catalysis of Lewis acid in the formylation reaction, orthoformate can be used as a formylation reagent, which has the characteristics of simple operation and high yield compared to other formylation reagents. Under acid catalysis, orthoformates are prone to in-situ formation of dialkyloxy cations, which can be directly used for formylation reactions. This type of formylation reaction can occur at the ortho position of the carbonyl group α- On C.
The silyl ether or enol salt of ketones that react with enols (or analogues) can react with orthoformate in situ to form cation ions, resulting in β- Acetal ketone compounds.
- Used for organic synthesis and as pharmaceutical intermediates and photosensitive materials.
Triethyl orthoformate is an intermediate of the acaricide amitraz and the herbicide pyrazosulfuron, and can also be used to produce antimalarial drugs such as chloroquine and quiniperidine.
Medical raw materials are synthetic raw materials for antimalarial drugs such as chloroquine and quinoline. It is also used in the production of polymers, photographic pharmaceuticals, photosensitive materials, anti halo dyes, anthocyanin dyes, and synthetic pesticides.