Ethyl cyanoacetate → Ethyl 1-cyanocyclopropanecarboxylate

HRID 713910

反応式

HRID 713910 の反応式
[C:1]([CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5])#[N:2].Br[CH2:10][CH2:11]Br.C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[C:1]([C:3]1([C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH2:11][CH2:10]1)#[N:2]

参加物

5

反応物 3

HCID 7764Ethyl cyanoacetateHCID 78391,2-DibromoethaneHCID 11430Potassium Carbonate

生成物 1

HCID 380810Ethyl 1-cyanocyclopropanecarboxylate収率 176.3%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
80 °C

実験手順

Ethyl 2-cyanoacetate (0.85 g, 7.5 mmol, 1 equiv), 1,2-dibromoethane (1.3 mL, 15 mmol, 2 equiv) and K2CO3 (3.18 g, 22.5 mmol, 3 equiv) was dissolved in acetone (6 mL), and the mixture was stirred for 16 h at 80° C. The reaction mixture was filtered, concentrated to give the crude product as a yellow oil (1.84 g, 100%). 1H NMR (400 MHz, DMSO-d6) δ: 4.18 (t, 2H), 1.75 (t, 2H), 1.60 (m, 2H), 1.20 (t, 3H).

後処理

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated

出典と根拠

ORDレコード
ord-0ff2867da20e4f09bc6d2dc7550181bb
出典データセット
uspto-grants-2015_11
特許番号
US09186367B2

関連ノート

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