Methyl iodide → 2-iodo-9,9-dimethyl-9H-fluorene

HRID 1029067

반응식

HRID 1029067 반응식
[I:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3C(=[CH:7][CH:8]=[CH:9][CH:10]=3)C[C:4]=2[CH:3]=1.[CH3:15][C:16]([CH3:19])([O-])[CH3:17].[K+].CI>CS(C)=O.O1CCCC1>[CH3:15][C:16]1([CH3:19])[C:4]2[CH:3]=[C:2]([I:1])[CH:14]=[CH:13][C:12]=2[C:11]2[C:17]1=[CH:7][CH:8]=[CH:9][CH:10]=2

참가 물질

6

반응물 3

HCID 6328Methyl iodide2회HCID 2240942-Iodo-9H-fluoreneHCID 23665647Potassium tert-butoxide2회

생성물 1

HCID 110236302-iodo-9,9-dimethyl-9H-fluorene

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
25 °C

실험 절차

20 parts of 2-iodofluorene was dissolved in a mixed solution of 114 parts of dimethyl sulfoxide (DMSO) and 23 parts of tetrahydrofuran (THF), and the thus obtained mixture was then stirred at 25° C. for 10 minutes. Thereafter, while stirring, 8.7 parts of potassium-tert-butoxide was added to the mixture. Twenty minutes later, 13.2 parts of methyl iodide was added to the mixture, and further twenty minutes later, 8.7 parts of potassium-tert-butoxide was added thereto. Further, twenty minutes later, 13.2 parts of methyl iodide was added thereto, and the obtained mixture was then stirred at 25° C. for 2 hours. After completion of the stirring, the THF was distilled away from the reaction solution, and it was then extracted with toluene-water. The toluene phase was dried over magnesium sulfate, and the toluene was then distilled away, thereby obtaining a brown tarry solid. This brown tarry solid was separated and purified by column chromatography (hexane-ethyl acetate) to obtain 21 parts of 9,9-dimethyl-2-iodofluorene in the form of a colorless crystal.

후처리

  1. stirringThereafter, while stirring
  2. stirringthe obtained mixture was then stirred at 25° C. for 2 hours
  3. distillationAfter completion of the stirring, the THF was distilled away from the reaction solution, and it
  4. extractionwas then extracted with toluene-water
  5. dry with materialThe toluene phase was dried over magnesium sulfate
  6. distillationthe toluene was then distilled away
  7. customobtaining a brown tarry solid
  8. customThis brown tarry solid was separated
  9. custompurified by column chromatography (hexane-ethyl acetate)

출처 및 근거

ORD 기록
ord-f80058a1a4d944119bb48b99cee66038
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08735720B2

연결된 노트

불러오는 중…