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ChemicalBook CAS DataBase List Guaifenesin
93-14-1

Guaifenesin synthesis

10synthesis methods
Guaiphenesin, 3-(o-methoxyphenoxy)-1,2-propandiol (23.2.3), is synthesized by reacting guiacol with 3-chloropropan-1,2-diol or with glycidol.

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Yield:93-14-1 95% ,14007-09-1 5%

Reaction Conditions:

with calcined hydrotalcite in tetrahydrofuran at 120; for 4 h;Kinetics;Autoclave;Reagent/catalyst;Temperature;

Steps:

2.2. Reaction procedure

In a typical reaction, autoclave reactor (details included in sup-porting information) was charged with guaiacol (0.0081 mol), gly-cidol (0.020 mol), tetrahydrofuran (THF) (10 mL) and 0.03 g mL-1(0.9 g) of the catalyst. The total organic phase volume was made to30 mL with THF. An initial sample was taken at the desired temperature. The reaction mixture was stirred with mechanical stirrer atthe desired speed, and samples were collected periodically. For control reaction, speed of agitation was 1000 rpm and temperature was 120°C at self-generated pressure. Reaction samples were analyzed by HPLC (details included in supporting information). Synthesis of guaifenesin (3-(2-methoxyphenoxy)propane-1,2-diol) andbyproduct (2-(2-methoxyphenoxy)propane-1,3-diol) from condensation reaction of guaiacol and glycidol is shown in Scheme 1.

References:

Bhanawase, Shivaji L.;Yadav, Ganapati D. [Catalysis Today,2017,vol. 291,p. 213 - 222]

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