Potassium Cyanide → 3-(5-Bromothiophen-2-yl)-3-oxopropanenitrile

HRID 507657ノート

反応式

HRID 507657 の反応式
Br[CH2:2][C:3]([C:5]1[S:6][C:7]([Br:10])=[CH:8][CH:9]=1)=[O:4].[C-:11]#[N:12].[K+]>C(O)C>[Br:10][C:7]1[S:6][C:5]([C:3](=[O:4])[CH2:2][C:11]#[N:12])=[CH:9][CH:8]=1

参加物

4

反応物 2

HCID 9032Potassium CyanideHCID 19883982-Bromo-1-(5-bromothiophen-2-yl)ethan-1-one

生成物 1

HCID 112876633-(5-Bromothiophen-2-yl)-3-oxopropanenitrile収率 74.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

2-Bromo-1-(5-bromothiophen-2-yl)ethanone (5 g, 17.6 mmol) dissolved in ethanol (100 mL) was treated with an aqueous solution (10 mL) of potassium cyanide (6.19 g, 96.8 mmol) and stirred at ambient temperature overnight. The volatiles were removed in vacuo and crushed iced added to the residue which was acidified to pH 4 with acetic acid. The yellow precipitate that formed was collected by suction filtration and purified by flash chromatography on silica gel using a gradient of 10-30% of ethyl acetate in hexanes to yield a light gray solid (3 g).

後処理

  1. customThe volatiles were removed in vacuo
  2. customcrushed iced
  3. additionadded to the residue which
  4. customThe yellow precipitate that formed
  5. filtrationwas collected by suction filtration
  6. custompurified by flash chromatography on silica gel using a gradient of 10-30% of ethyl acetate in hexanes

出典と根拠

ORDレコード
ord-29e059c3a8584d60a96f2c669352b8e6
出典データセット
uspto-grants-2010_08
特許番号
US07786132B2

反応ノート

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