Water → 2,7-Dimethoxynaphthalene

HRID 428152

반응식

HRID 428152 반응식
O[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][C:6]([OH:12])=[CH:7][CH:8]=2)[CH:3]=1.S([O:18][CH3:19])(OC)(=O)=O.[C:20](=O)([O-])[O-].[K+].[K+].O>CC(C)=O>[CH3:20][O:12][C:6]1[CH:7]=[CH:8][C:9]2[C:4](=[CH:3][C:2]([O:18][CH3:19])=[CH:11][CH:10]=2)[CH:5]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 6497Dimethyl SulfateHCID 113972,7-NaphthalenediolHCID 11430Potassium Carbonate

생성물 1

HCID 770212,7-Dimethoxynaphthalene

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

Methylation of 2,7-dihydroxynaphthalene (10 g:62.43 mmol) is carried out in acetone (100 ml) in the presence of dimethyl sulphate (12.06 ml:127 mmol:2.03 eq.) and dry potassium carbon-ate (42.3 g:306 mmol:4.9 eq.). The temperature of the reaction medium is 56° C. for 6 hours and then 40° C. for 12 hours. Hydrolysis (7.4 ml of water) requires 2 hours of stirring at ambient temperature. After filtering off the salts over Celite and concentrating the remaining filtrate, extraction with dichloromethane yields an organic phase, which, after evaporation, has the appearance of a beige solid. The latter is rendered colourless using active carbon and then recrystallised from a PE/CH2Cl2 mixture.

후처리

  1. wait40° C. for 12 hours
  2. waitrequires 2 hours
  3. filtrationAfter filtering off the salts over Celite
  4. concentrationconcentrating
  5. extractionthe remaining filtrate, extraction with dichloromethane
  6. customyields an organic phase, which
  7. customafter evaporation
  8. customrecrystallised from a PE/CH2Cl2 mixture

출처 및 근거

ORD 기록
ord-b43353e91a1e44ef95ab27b702fc51a0
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06313160B1

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