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

HRID 507657노트

반응식

HRID 507657 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-29e059c3a8584d60a96f2c669352b8e6
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07786132B2

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