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

HRID 1006944ノート

反応式

HRID 1006944 の反応式
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]

参加物

6

反応物 3

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

生成物 1

HCID 225034392-(Cyanomethyl)thiophene-3-carbonitrile収率 43%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-7c43bdfb337547ee812e8e288ae0532f
出典データセット
uspto-grants-2004_09
特許番号
US06790844B2

反応ノート

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