反応 #367903

ord-c324ab068a684be1923eb42b45f5f752

反応方程式

COS(=O)(=O)OC
dimethyl sulfate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=C(O)c1ccco1
2-furoic acid
COc1ccccc1
anisole
O=C(O)c1c(O)ccc2ccccc12
2-hydroxy-1-naphthoic acid
COS(=O)(=O)OC
dimethyl sulfate
COC(=O)c1c(OC)ccc2ccccc12
methyl-2-methoxy-1-naphthalenecarboxylate

反応条件

詳細条件
See reaction.notes.procedure_details.

実験手順

This methyl ester was previously made by fusion of anisole and 2-furoic acid followed by esterification of the acid intermediate, J. Amer. Chem. Soc., Vol. 69, 2261 (1947). Methyl esters of methoxy carboxylic acids were prepared by methylation of aromatic hydroxy carboxylic acids with dimethyl sulfate in the presence of potassium carbonate as base, using acetone as the solvent, Houben-Weyl, Methoden der Organischen Chemie., Vol. 8, 542-3 (1952). Methylation of 2-hydroxy-1-naphthoic acid with dimethyl sulfate in aqueous sodium or potassium hydroxide produced mainly methyl-2-methoxy-1-naphthalenecarboxylate, Chemische Berichte, Vol. 37, 3658-61 (1904). In aqueous solutions, at pH 4-6.5, methylation of hydroxy napthoic acids with dimethyl sulfate produced the methyl esters of the hydroxy naphthoic acids.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US04590290uspto-grants-1986_05