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Water → 1-[2-Methyl-4-[2-(2-naphthalenyloxy)ethoxy]phenyl]ethanone

HRID 2225772
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HRID 2225772 반응식
[H-].[Na+].CS([O:7][CH2:8][CH2:9][O:10][C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=1)(=O)=O.[OH2:21]>CN(C)C=O>[CH3:17][C:18]1[CH:19]=[C:20]([O:7][CH2:8][CH2:9][O:10][C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=2)[CH:11]=[CH:12][C:13]=1[C:14](=[O:21])[CH3:15]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 24758Sodium hydrideHCID 190043832-(2-Naphthyloxy)ethyl methanesulfonate

생성물 1

HCID 190043491-[2-Methyl-4-[2-(2-naphthalenyloxy)ethoxy]phenyl]ethanone

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

A stirred mixture of 4-hydroxy-2-methylacetophonone (2 g) in dimethylformamide (30 mL) under argon was treated with 55% sodium hydride (0.58 g), stirred for 30 minutes and treated with 2-(2-naphthalenyloxy)ethyl methanesulfonate (3.65 g). The mixture was heated at 60° C. for 2 hours, cooled, diluted with water and filtered. The damp solids were mixed with water and excess sodium hydroxide solution, the product was extracted twice with dichloromethane, and the organic layers were washed with water. The combined organic layers were dried (Na2SO4), filtered, and evaporated to give crude material which was crystallized from dichloromethane-diethyl ether to provide 3.5 g of 1-[2-methyl-4-[2-(2-naphthalenyloxy)ethoxy]phenyl]ethanone as a colorless solid, mp 128°-130° C.

후처리

  1. temperaturecooled
  2. filtrationfiltered
  3. additionThe damp solids were mixed with water and excess sodium hydroxide solution
  4. extractionthe product was extracted twice with dichloromethane
  5. washthe organic layers were washed with water
  6. dry with materialThe combined organic layers were dried (Na2SO4)
  7. filtrationfiltered
  8. customevaporated
  9. customto give crude material which
  10. customwas crystallized from dichloromethane-diethyl ether

출처 및 근거

ORD 기록
ord-8f0829dbede14ceca93b3e24637ec911
출처 데이터셋
uspto-grants-1994_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05344843

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