Ethyl Acetate → 5-Chloro-2-(3-methoxypropyl)pyridine-4-carbaldehyde

HRID 2428092노트

반응식

HRID 2428092 반응식
[Cl:1][C:2]1[C:3]([CH:13](OC)[O:14]C)=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][O:11][CH3:12])=[N:6][CH:7]=1.CCOC(C)=O.[OH-].[Na+]>Cl>[Cl:1][C:2]1[C:3]([CH:13]=[O:14])=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][O:11][CH3:12])=[N:6][CH:7]=1

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 667628875-Chloro-4-(dimethoxymethyl)-2-(3-methoxypropyl)pyridine

생성물 1

HCID 714237335-Chloro-2-(3-methoxypropyl)pyridine-4-carbaldehyde수율 99.9%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

반응 조건

온도
80 °C

실험 절차

5-Chloro-4-dimethoxymethyl-2-(3-methoxy-propyl)-pyridine (25.5 g, 98.2 mmol) was dissolved in aq. 1M HCl (500 mL), and the mixture was heated to 80° C. for 2 h. The mixture was allowed to cool to rt, and EtOAc was added. The mixture was cooled to 0° C., and was basified with aq. 2.5M NaOH to pH=10. The layers were separated, and the org. layer was dried over MgSO4, filtered, and concentrated under reduced pressure. Drying the residue under high vacuum yielded the crude title compound (98.1 mmol, 99%) that was used further without purification. LC-MS: tR=0.62 min; ES+: 246.12.

후처리

  1. temperatureto cool to rt
  2. temperatureThe mixture was cooled to 0° C.
  3. customThe layers were separated
  4. dry with materiallayer was dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customDrying the residue under high vacuum

출처 및 근거

ORD 기록
ord-f30bcd5c19084a86a7401744f0f9ac7e
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07968720B2

반응 노트

불러오는 중…