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

HRID 551123ノート

反応式

HRID 551123 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d53184b5b0444919af315872bf7cbf4a
出典データセット
uspto-grants-2011_05
特許番号
US07947712B2

反応ノート

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