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

HRID 46218

반응식

HRID 46218 반응식
[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

참가 물질

5

반응물 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 2893934-Bromo-1-hydroxynaphthalene-2-carboxylic acid2회

생성물 1

HCID 12084039Methyl 1-methoxy-4-bromo-2-naphthoate수율 78.6%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-b799a19433b34ef4a7ca626fb9a3a390
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541380B2

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