ChemicalBook CAS DataBase List 2-METHOXY-3-METHYLBENZOIC ACID

2-METHOXY-3-METHYLBENZOIC ACID synthesis

12synthesis methods

Product Name:2-METHOXY-3-METHYLBENZOIC ACID
CAS Number:26507-91-5
Molecular formula:C9H10O3
Molecular Weight:166.17

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Yield: 90%

Reaction Conditions:

with sodium hydroxide in methanol;waterReflux;

Steps:

2-Methoxy-3-methylbenzoic acid (4)
15% w/w aqueous NaOH (50 cm3) was carefully added to a re uxing solution of ester 2 (10.0 g, 55.5 mmol) in 100 cm3 of methanol. Subsequently, the mixture was cooled to room temperature then concentrated under reduced pressure to one-third of the initial volume, adjusted to pH = 7 by carefull addition of 10 M HCl then poured under stirring into cold water (500 cm3). The resulting white precipitate was ltered o, washed with cold water and dried under reduced pressure aording 4 asawhitesolid(8.3g,yield90%).MSm/z(ESI):167.1(M+ H+); 1H NMR: (400 MHz, CDCl3) δ (ppm): 2.83 (3H, s), 3.93 (3H,s),7.18(1H,t,J=7.7Hz),7.43(1H,brd,J=7.7Hz),7.96 (1H,dd,J1=7.7,J2=1.8Hz).13CNMR(CDCl3)δ(ppm):16.1, 62.3, 122.1, 125.2, 130.9, 131.7, 137.1, 157.9, 166.4.

References:

Ambrosi, Gianluca;Formica, Mauro;Fusi, Vieri;Giorgi, Luca;Micheloni, Mauro;Paderni, Daniele [Supramolecular Chemistry,2020]

52239-62-0 Synthesis