Water → 2-(2,4-Dichloro-phenyl)-3-(6-methoxy-pyridin-3-yl)-3-oxo-propionitrile

HRID 333861

반응식

HRID 333861 반응식
CO[C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[N:6][CH:5]=1.[Cl:13][C:14]1[CH:22]=[C:21]([Cl:23])[CH:20]=[CH:19][C:15]=1[CH2:16][C:17]#[N:18].O>C(O)(C)(C)C>[Cl:13][C:14]1[CH:22]=[C:21]([Cl:23])[CH:20]=[CH:19][C:15]=1[CH:16]([C:3]([C:4]1[CH:5]=[N:6][C:7]([O:10][CH3:11])=[CH:8][CH:9]=1)=[O:12])[C:17]#[N:18]

참가 물질

5

반응물 3

HCID 962WaterHCID 805662,4-DichlorophenylacetonitrileHCID 586039Methyl 6-methoxypyridine-3-carboxylate

생성물 1

HCID 668131162-(2,4-Dichloro-phenyl)-3-(6-methoxy-pyridin-3-yl)-3-oxo-propionitrile수율 29.3%

시약·촉매·용매 1

HCID 6386tert-Butanol용매

반응 조건

온도
100 °C

실험 절차

To a suspension of potassium-tert-butylate (2.052 g) in tert-butanol (25 ml) was added methyl-6-methoxynicotinate (2.5 g). 2,4-Dichlorobenzyl cyanide (2.782 g) was added portion wise. The mixture was heated to 100° C. for 1.5 h. After cooling to room temperature, water (100 ml) was added and the mixture was washed with diethyl ether. The aqueous phase was neutralized with concentrated aqueous HCl and extracted with EtOAc. The organic phase was washed with water and with brine, dried (MgSO4), filtered and concentrated to dryness to give the title compound (1.407 g) as a yellow foam that was used in the next step without further purification. MS (m/e)=321.0 [M+H+].

후처리

  1. temperatureAfter cooling to room temperature
  2. washthe mixture was washed with diethyl ether
  3. extractionextracted with EtOAc
  4. washThe organic phase was washed with water and with brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-9dcae863c2d24463ae9abf9130636ceb
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08883786B2

연결된 노트

불러오는 중…