Methanol → Methyl Syringate

HRID 1730097Notes

Reaction equation

HRID 1730097 reaction equation
[C:1]([OH:14])(=[O:13])[C:2]1[CH:12]=[C:9]([O:10][CH3:11])[C:7]([OH:8])=[C:4]([O:5][CH3:6])[CH:3]=1.[CH3:15]O>S(=O)(=O)(O)O>[C:1]([O:14][CH3:15])(=[O:13])[C:2]1[CH:3]=[C:4]([O:5][CH3:6])[C:7]([OH:8])=[C:9]([O:10][CH3:11])[CH:12]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 10742Syringic Acid

Product 1

HCID 70164Methyl Syringate

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

Syringic acid was esterified by the Fischer Method using concentrated sulfuric acid as catalyst and a large excess of methanol to give a nearly quantitative yield of methyl syringate, m.p. 104°-106° C. after recrystallization from isopropanol and hexane.

Sources & evidence

ORD record
ord-70604da3982947bdbca101096f80cad4
Source dataset
uspto-grants-1976_11
Patent number
US03991050

Reaction notes

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