Methyl iodide → 4-Methoxydibenzothiophene

HRID 15240노트

반응식

HRID 15240 반응식
[CH:1]1[C:9]2[C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[S:6][C:5]=2[C:4]([OH:14])=[CH:3][CH:2]=1.[C:15](=O)([O-])[O-].[K+].[K+].CI>CC(C)=O.ClCCl>[CH3:15][O:14][C:4]1[C:5]2[S:6][C:7]3[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=3[C:9]=2[CH:1]=[CH:2][CH:3]=1

참가 물질

6

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 1548734-Hydroxydibenzothiophene

생성물 1

HCID 4583544-Methoxydibenzothiophene

시약·촉매·용매 2

HCID 180Acetone용매HCID 6344Dichloromethane용매

실험 절차

To a solution of dibenzothiophen-4-ol (i)(14.2 g, 71.0 mmol) in acetone (500 ml) was added powdered potassium carbonate (14.72 g, 106.5 mmol) and methyl iodide (4.43 ml, 71 mmol). The mixture was heated to reflux and stirred like this for 16 hours. The mixture was then cooled and filtered through a Celite™ pad. The resulting filtrant was concentrated in vacuo to give an oily residue that was diluted in dichloromethane (100 ml) and washed with 1M NaOH and saturated brine solution. The organic layer was dried using MgSO4, filtered and concentrated in vacuo to give a buff coloured solid that corresponded to the title compound and was used without any further purification. (15.2 g, 100%) m/z (LC-MS, ESP), RT=4.22 min, (M+H)=215.1

후처리

  1. temperatureThe mixture was heated
  2. temperatureto reflux
  3. temperatureThe mixture was then cooled
  4. filtrationfiltered through a Celite™ pad
  5. concentrationThe resulting filtrant was concentrated in vacuo
  6. customto give an oily residue that
  7. washwashed with 1M NaOH and saturated brine solution
  8. customThe organic layer was dried
  9. filtrationfiltered
  10. concentrationconcentrated in vacuo
  11. customto give a buff

출처 및 근거

ORD 기록
ord-c786ad1ddf13477fa9e58cb47e544877
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732483B2

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