Cyclopentanone → 1-(Dimethylamino)cyclopentanecarbonitrile

HRID 20783

反応式

HRID 20783 の反応式
Cl.[CH3:2][NH:3][CH3:4].[C:5]1(=O)[CH2:9][CH2:8][CH2:7][CH2:6]1.[C-:11]#[N:12].[K+]>O>[CH3:2][N:3]([CH3:4])[C:5]1([C:11]#[N:12])[CH2:9][CH2:8][CH2:7][CH2:6]1

参加物

5

反応物 3

HCID 8452CyclopentanoneHCID 9032Potassium CyanideHCID 10473Dimethylamine, hydrochloride

生成物 1

HCID 107730491-(Dimethylamino)cyclopentanecarbonitrile収率 90.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a suspension of dimethylamine hydrochloride (8.15 g; 0.1 mol) in cyclopentanone (8.4 g; 0.1 mol) cooled (ice bath) was added dropwise a solution of potassium cyanide (6.5 g; 0.1 mol) in water (50 ml) over 10 min. After vigorous stirring at room temperature for 18 h, the crude reaction mixture was extracted three times with diethyl ether (3×200 ml) and the combined extracts washed twice with water (2×50 ml), dried (Na2SO4), and evaporated to afford the title product as a pale yellow oil (12.5 g) which was used without further purification. 1H NMR (CDCl3) δ: 1.7-2.0 (6H, m), 2.15-2.3 (2H, m), 3.3 (6H, s). Mass Spectrum (Electrospray LC/MS): Found 112 (MH+−HCN). C8H14N2 requires 138.

後処理

  1. temperaturecooled (ice bath)
  2. customthe crude reaction mixture
  3. extractionwas extracted three times with diethyl ether (3×200 ml)
  4. washthe combined extracts washed twice with water (2×50 ml)
  5. dry with materialdried (Na2SO4)
  6. customevaporated

出典と根拠

ORDレコード
ord-8614649301fe4c808a29ae62cc1fd84c
出典データセット
uspto-grants-2010_06
特許番号
US07745642B2

関連ノート

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