2-(2-METHYLPHENOXY)PROPANOIC ACID synthesis

10synthesis methods

Product Name:2-(2-METHYLPHENOXY)PROPANOIC ACID
CAS Number:7345-21-3
Molecular formula:C10H12O3
Molecular Weight:180.2

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Yield:-

Reaction Conditions:

with hydrogenchloride;sodium hydroxide in water;toluene;

Steps:

2 EXAMPLE 2

EXAMPLE 2 A 40% W/V sodium hydroxide solution (50 cc.) is added over a period of 20 minutes to a solution of o-cresol (56 g.) in refluxing toluene (300 cc.). Water is removed by azeotropic distillation and then sodium 2-chloropropionate [[α]_D²² =+4° (c=10, water)] (68 g.) is added, and the mixture is heated for 5 hours at 80° C. After cooling, the reaction mixture is taken up in water (300 cc.), and the aqueous layer is decanted, extracted with methylene chloride (200 cc.) after neutralisation with concentrated hydrochloric acid (d=1.19; 25 cc.), and then poured into a mixture of hydrochloric acid (d=1.19; 50 cc.) and crushed ice (200 g.). The precipitate is extracted with methylene chloride (450 cc.), and the methylene chloride solution so obtained is concentrated under reduced pressure (25 mm.Hg) after drying over sodium sulphate and purification with decolorising charcoal. There is thus obtained D 2-(2-methylphenoxy)propionic acid (77 g.), m.p. 66°-67° C.; optical rotation [α]_D²² =+18.2° (c=10, CHCl₃).

References:

US4173709,1979,A

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598-78-7 Synthesis