Dimethyl Sulfate → Dimethyl Sulfate

HRID 280721

反応式

HRID 280721 の反応式
[C:1]1([O:7]C)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O1[CH:13]=[CH:12][CH:11]=[C:10]1[C:14]([OH:16])=[O:15].[S:17]([O:22][CH3:23])([O:20][CH3:21])(=[O:19])=[O:18].[C:24](=[O:27])([O-:26])[O-:25].[K+].[K+]>[Na].[OH-].[K+].CC(C)=O>[OH:7][C:1]1[CH:2]=[CH:3][C:4]2[C:5](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:6]=1[C:24]([OH:26])=[O:25].[S:17]([O:22][CH3:23])([O:20][CH3:21])(=[O:19])=[O:18].[CH3:21][O:16][C:14]([C:10]1[C:2]2[C:1](=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:13]=[CH:12][C:11]=1[O:27][CH3:24])=[O:15]

参加物

10

反応物 4

HCID 6497Dimethyl SulfateHCID 69192-Furancarboxylic acidHCID 7519AnisoleHCID 11430Potassium Carbonate

生成物 3

HCID 6497Dimethyl SulfateHCID 167902-Hydroxy-1-naphthoic acidHCID 604022Methyl 2-methoxy-1-naphthoate

試薬・触媒・溶媒 3

HCID 180Acetone溶媒HCID 14797Potassium Hydroxide溶媒HCID 5360545Sodium溶媒

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.

出典と根拠

ORDレコード
ord-c324ab068a684be1923eb42b45f5f752
出典データセット
uspto-grants-1986_05
特許番号
US04590290

関連ノート

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