Water → 2-(Cyanomethyl)thiophene-3-carbonitrile

HRID 1006944노트

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HRID 1006944 반응식
Br[CH2:2][C:3]1[S:4][CH:5]=[CH:6][C:7]=1[C:8]#[N:9].[C-:10]#[N:11].[Na+].O>C1(C)C=CC=CC=1.C(OCC)(=O)C>[C:10]([CH2:2][C:3]1[S:4][CH:5]=[CH:6][C:7]=1[C:8]#[N:9])#[N:11]

참가 물질

6

반응물 3

HCID 962WaterHCID 8929Sodium CyanideHCID 225036202-(Bromomethyl)thiophene-3-carbonitrile

생성물 1

HCID 225034392-(Cyanomethyl)thiophene-3-carbonitrile수율 43%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 8857Ethyl Acetate용매

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온도
80 °C

실험 절차

2-Bromomethyl-3-cyanothiophene (2.746 g) was dissolved in toluene (40 ml), followed by the addition of a solution of sodium cyanide (2.002 g)/water (15 ml), and the mixture was stirred at 80° C. overnight. The reaction mixture was diluted with ethyl acetate and washed with an aqueous solution of saturated sodium bicarbonate, dried (over MgSO4) and evaporated. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system), to give the title compound as a pale yellow solid (823 mg, yield; 43%).

후처리

  1. washwashed with an aqueous solution of saturated sodium bicarbonate
  2. dry with materialdried (over MgSO4)
  3. customevaporated
  4. customThe resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system)

출처 및 근거

ORD 기록
ord-7c43bdfb337547ee812e8e288ae0532f
출처 데이터셋
uspto-grants-2004_09
특허 번호
US06790844B2

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