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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: technologist on December 05, 2007, 07:18:43 AM

Title: Hydroxy Benzaldehyde
Post by: technologist on December 05, 2007, 07:18:43 AM

Anybody can suggest me any practical method to produce following Hydroxy Benzaldehydes starting from Benzaldehyde.

1. Mono Hydroxy Benzaldehyde.
2. Dihydroxy Benzaldehyde. ( What will the composition of Ortho & Para).

Thanx in advance.

Title: Re: Hydroxy Benzaldehyde
Post by: AWK on December 05, 2007, 08:42:35 AM

Quote

1. Mono Hydroxy Benzaldehyde.

see Reimer-Tiemann reaction - synthesis from phenol
Synthesis from benzaldehyde will be quite difficult.

The same method may be used for dihydroxybenzenes

Title: Re: Hydroxy Benzaldehyde
Post by: sjb on December 05, 2007, 01:37:00 PM

Casiraghi, G.; Casnati, G.; Puglia, G.; Sartori, G.; Terenghi, G. J. Chem. Soc. Perkin I, 1980, 1862-1865 - selective for o-hydroxybenzaldehyde, at http://dx.doi.org/10.1039/P19800001862 (http://dx.doi.org/10.1039/P19800001862) (from Clayden, have not seen the original paper)

[CH₂O]_n, SnCl₄, R₃N, PhMe

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