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Triethyl orthoformate reaction with Grignard reagents

Aldehydes can be obtained by reaction of Grignard reagents with triethyl orthoformate. The addition step is preceded by elimination of one of the alkoxy groups to generate an electrophilic oxonium ion. The elimination is promoted by the magnesium ion acting as a Lewis acid.93 The acetals formed by the addition are stable to the reaction conditions, but are hydrolyzed to aldehydes by aqueous acid. [Pg.638]

The reaction of Grignard reagents with formic acid has been reinvestigated. Yields of aldehydes are improved if THF is used as solvent [equation (4)], A study of orthoformates in Grignard reactions indicates that yields of aldehyde acetals are considerably higher when the 2-alkoxy-l,3-dioxolan (7) is used in place of triethyl orthoformate. ... [Pg.62]

Q A convenietu synthesis of aldehydes involves the reaction of a Grignard reagent with triethyl orthoformate [triethoxymethane, HC(OEt),]. Suggest a mechanism for this reaction and hence explain why the reaction stops at the aldehyde stage. [Pg.117]

See other pages where Triethyl orthoformate reaction with Grignard reagents is mentioned: [Pg.260]    [Pg.61]    [Pg.597]    [Pg.597]    [Pg.597]    [Pg.597]    [Pg.92]    [Pg.1336]    [Pg.117]   
See also in sourсe #XX -- [ Pg.451 ]

See also in sourсe #XX -- [ Pg.451 ]



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2.4.5- Triethyl

Grignard reagents reactions

Orthoform

Reaction with Grignard reagents

Triethyl orthoformates

Triethyl reactions with

With Grignard Reagents

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