Methane → 2-[4-(5-Hydroxy-1-pentyl)phenyl]-5-(ethoxy)pyrimidine

HRID 1728264노트

반응식

HRID 1728264 반응식
[OH:1][CH2:2][CH2:3][CH2:4][CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[N:18]=[CH:17][C:16]([O:19][CH2:20][CH3:21])=[CH:15][N:14]=2)=[CH:9][CH:8]=1.C.[H][H]>[Pd].C(OCC)(=O)C>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]2[N:18]=[CH:17][C:16]([O:19][CH2:20][CH3:21])=[CH:15][N:14]=2)=[CH:11][CH:12]=1

참가 물질

6

반응물 3

HCID 297MethaneHCID 540063702-[4-(5-Hydroxy-1-pentenyl)phenyl]-5-(ethoxy)pyrimidineHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 190170732-[4-(5-Hydroxy-1-pentyl)phenyl]-5-(ethoxy)pyrimidine수율 70.3%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

A mixture of 12 g of 2-[4-(5-hydroxy-1-pentenyl)phenyl]-5-(ethoxy)pyrimidine, 2 g of palladium on active charcoal (10 w/w %) and 150 ml of ethyl acetate was hydrogenated at normal pressure and room temperature until one molar equivalent of hydrogen had been taken up. The inorganic material was filtered off and the filtrate was concentrated. The residue was purified by chromatography on silica gel with hexane/ethyl acetate (vol. 8:2). Recrystallization from ethyl alcohol gave 8.5 g of pure 2-[4-(5-hydroxy-1-pentyl)phenyl]-5-(ethoxy)pyrimidine.

후처리

  1. filtrationThe inorganic material was filtered off
  2. concentrationthe filtrate was concentrated
  3. customThe residue was purified by chromatography on silica gel with hexane/ethyl acetate (vol. 8:2)
  4. customRecrystallization from ethyl alcohol

출처 및 근거

ORD 기록
ord-ff325cb2a99b474a898129ff4e785f1c
출처 데이터셋
uspto-grants-1994_07
특허 번호
US05326497

반응 노트

불러오는 중…