Lawesson's reagent → 2-(3-Bromo-phenyl)-5-methyl-thiophene

HRID 551123노트

반응식

HRID 551123 반응식
[Br:1][C:2]1[CH:3]=[C:4]([C:8](=O)[CH2:9][CH2:10][C:11](=O)[CH3:12])[CH:5]=[CH:6][CH:7]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:24])=CC=1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[S:24][C:11]([CH3:12])=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 87949Lawesson's reagentHCID 393572221-(3-Bromo-phenyl)-pentane-1,4-dione

생성물 1

HCID 598296762-(3-Bromo-phenyl)-5-methyl-thiophene수율 66.4%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a stirring solution of 1-(3-bromo-phenyl)-pentane-1,4-dione (18.32 mmol) in toluene (90 mL) was added Lawesson's Reagent (19.24 mmol, 1.05 eq.) and the mixture was heated to reflux for 20 min. The reaction mixture was then cooled to room temperature and diluted with 1:1 hexanes/ether (90 mL) resulting in a precipitate. The mixture was filtered through a small pad of celite and the filtrate was concentrated to a light yellow solid that was purified by recrystallization from hexanes to give the final product as a white solid (12.17 mmol, 66%). MS (ESI) m/z 254.3.

후처리

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 20 min
  3. customresulting in a precipitate
  4. filtrationThe mixture was filtered through a small pad of celite
  5. concentrationthe filtrate was concentrated to a light yellow solid
  6. customthat was purified by recrystallization from hexanes

출처 및 근거

ORD 기록
ord-d53184b5b0444919af315872bf7cbf4a
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07947712B2

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