Water → 1-(Pyridin-4-yl)cyclopropane-1-carbonitrile

HRID 478593노트

반응식

HRID 478593 반응식
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][C:8]#[N:9])=[CH:3][CH:2]=1.[NH2-].[Na+].Br[CH2:13][CH2:14]Br.O>C(Cl)Cl>[N:1]1[CH:6]=[CH:5][C:4]([C:7]2([C:8]#[N:9])[CH2:14][CH2:13]2)=[CH:3][CH:2]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 78391,2-DibromoethaneHCID 24533Sodium amideHCID 41120852-(Pyridin-4-yl)acetonitrile

생성물 1

HCID 223148081-(Pyridin-4-yl)cyclopropane-1-carbonitrile

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

3.5 g of 4-pyridylacetonitrile are added to a mixture of 2.5 g of sodium amide in 80 ml of DCM, followed by 2.6 ml of 1,2-dibromoethane, and the mixture is stirred overnight at RT. The reaction mixture is poured into water and extracted with EtOAc, the organic phase is washed with water and dried over Na2SO4, and the solvents are evaporated off under vacuum. The residue is chromatographed on silica gel, eluting with DCM and then with a DCM/MeOH mixture from (99/1; v/v) to (95/5; v/v). 2.5 g of the expected product are obtained.

후처리

  1. extractionextracted with EtOAc
  2. washthe organic phase is washed with water
  3. dry with materialdried over Na2SO4
  4. customthe solvents are evaporated off under vacuum
  5. customThe residue is chromatographed on silica gel
  6. washeluting with DCM

출처 및 근거

ORD 기록
ord-23620d53f18047f994f82ec60f6e2889
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06642233B1

반응 노트

불러오는 중…