Bromine → 4-Bromo-2-propionylthiophene

HRID 2258076

反応式

HRID 2258076 の反応式
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](=[O:9])[CH2:7][CH3:8].[Al+3].[Cl-].[Cl-].[Cl-].[Br:14]Br>C(Cl)(Cl)Cl>[Br:14][C:4]1[CH:3]=[C:2]([C:6](=[O:9])[CH2:7][CH3:8])[S:1][CH:5]=1

参加物

5

反応物 3

HCID 24408BromineHCID 261792-PropionylthiopheneHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 8189324-Bromo-2-propionylthiophene

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒2 回

実験手順

A 47.3 g (338 mmol) sample of 1-(2-thienyl)-1-propanone (Aldrich) was dissolved in 225 mL of CHCl3 and 101.3 g (760 mmol) of AlCl3 was added with stirring. To this mixture was added a solution of bromine (57.5 g, 360 mmol) in 375 mL of CHCl3. The mixture was stirred at room temperature over night then poured into 500 mL of ice water. The organic layer was separated, washed with water (2×200 mL), dried over MgSO4, filtered and evaporated to yield 81 g of the crude title compound, which was taken directly to the next step. mp 40°-41° C.; MS: 158 (M+H)+, 236 (M+NH4)+ ; NMR (CDCl3) δ: 1.22 (t, 3H, J=7.5 Hz), 2.91 (q, 2H, J=7.5Hz), 7.51 (d, 1H), 7.60 (d, 1H). IR (KBr): 2960, 1670, 1400, 1220 cm-1.

後処理

  1. stirringThe mixture was stirred at room temperature over night
  2. customThe organic layer was separated
  3. washwashed with water (2×200 mL)
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customevaporated

出典と根拠

ORDレコード
ord-3a5da5033c474312aaa7befb256507b1
出典データセット
uspto-grants-1997_08
特許番号
US05659037

関連ノート

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