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

HRID 1728264ノート

反応式

HRID 1728264 の反応式
[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

参加物

6

反応物 3

HCID 297MethaneHCID 540063702-[4-(5-Hydroxy-1-pentenyl)phenyl]-5-(ethoxy)pyrimidineHCID 178418361HCID 178418361、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ff325cb2a99b474a898129ff4e785f1c
出典データセット
uspto-grants-1994_07
特許番号
US05326497

反応ノート

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