Ethyl cyanoacetate → Ethyl 1-cyanocyclopropanecarboxylate

HRID 713910

반응식

HRID 713910 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 380810Ethyl 1-cyanocyclopropanecarboxylate수율 176.3%

시약·촉매·용매 1

HCID 180Acetone용매

반응 조건

온도
80 °C

실험 절차

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).

후처리

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated

출처 및 근거

ORD 기록
ord-0ff2867da20e4f09bc6d2dc7550181bb
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09186367B2

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