Methyl 3-methoxysalicylate Chemical Properties

Melting point:

65-68 °C (lit.)

Boiling point:

105 °C(Press: 2 Torr)

Density 

1.216±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

9.76±0.10(Predicted)

color 

White to Gray to Red

λmax

320nm(Dioxane)(lit.)

InChI

InChI=1S/C9H10O4/c1-12-7-5-3-4-6(8(7)10)9(11)13-2/h3-5,10H,1-2H3

InChIKey

BWRCJLJJIXYLNV-UHFFFAOYSA-N

SMILES

C(OC)(=O)C1=CC=CC(OC)=C1O

CAS DataBase Reference

6342-70-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HS Code 

29189900

MSDS

• Language:English Provider:SigmaAldrich

Methyl 3-methoxysalicylate Usage And Synthesis

Synthesis

General procedure for the synthesis of methyl 2-hydroxy-3-methoxybenzoate from methanol and 3-methoxysalicylic acid: 25.5 g (0.152 mol) of 3-methoxysalicylic acid was added to 250 ml of methanol containing 1 ml of concentrated sulfuric acid. The reaction mixture was heated to reflux for 4 days. After completion of the reaction, the mixture was concentrated to dryness. The concentrate was extracted with ethyl acetate. The organic layer was washed sequentially with water, 10% sodium carbonate solution, water and saturated sodium chloride solution. After the above treatment, 25.2 g of the target product methyl 2-hydroxy-3-methoxybenzoate was obtained in 91.2% yield. The melting point was 68-69°C.

References

[1] Bioorganic and Medicinal Chemistry, 1998, vol. 6, # 9, p. 1447 - 1456
[2] Patent: KR2018/56603, 2018, A. Location in patent: Paragraph 0441; 0453-0455
[3] Australian Journal of Chemistry, 2003, vol. 56, # 11, p. 1099 - 1106
[4] Synthetic Communications, 1995, vol. 25, # 6, p. 915 - 920
[5] Journal of Medicinal Chemistry, 1991, vol. 34, # 5, p. 1612 - 1624

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