Dimethyl Sulfate → Methyl 1-methoxy-4-bromo-2-naphthoate

HRID 46218

反応式

HRID 46218 の反応式
[Br:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([OH:12])=[C:4]([C:13]([OH:15])=O)[CH:3]=1.S([O:21][CH3:22])(OC)(=O)=O.[C:23]([O-])([O-])=O.[K+].[K+]>CC(C)=O>[Br:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([O:12][CH3:23])=[C:4]([C:13]([O:21][CH3:22])=[O:15])[CH:3]=1

参加物

5

反応物 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 2893934-Bromo-1-hydroxynaphthalene-2-carboxylic acid2 回

生成物 1

HCID 12084039Methyl 1-methoxy-4-bromo-2-naphthoate収率 78.6%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of 4-bromo-1-hydroxy-2-naphthoic acid (compound 67, 24.7 g, 92.2 mmol), dimethyl sulfate (21.8 mL, 231 mmol), and K2CO3 (31.9 g, 231 mmol) in acetone (200 mL) was refluxed overnight. The solid was filtered, and the filtrate was condensed to give a solid residue, which was recrystallized from EtOAc/hexanes to afford the title compound (21.4 g, 78%) as a white solid.

後処理

  1. temperaturewas refluxed overnight
  2. filtrationThe solid was filtered
  3. customcondensed
  4. customto give a solid residue, which
  5. customwas recrystallized from EtOAc/hexanes

出典と根拠

ORDレコード
ord-b799a19433b34ef4a7ca626fb9a3a390
出典データセット
uspto-grants-2013_09
特許番号
US08541380B2

関連ノート

読み込み中…