Ethanol → 5-Methoxy-2-(4-hydroxyphenyl)pyrimidine

HRID 485990노트

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HRID 485990 반응식
[H][H].Cl[C:4]1[C:9]([O:10][CH3:11])=[C:8](Cl)[N:7]=[C:6]([C:13]2[CH:18]=[CH:17][C:16]([O:19]CC3C=CC=CC=3)=[CH:15][CH:14]=2)[N:5]=1.C(N(CC)CC)C.C(O)C>[Pd].O>[CH3:11][O:10][C:9]1[CH:8]=[N:7][C:6]([C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=2)=[N:5][CH:4]=1

참가 물질

7

반응물 4

HCID 702EthanolHCID 8471TriethylamineHCID 190970644,6-Dichloro-5-methoxy-2-(4-benzyloxyphenyl)pyrimidineHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 1357369415-Methoxy-2-(4-hydroxyphenyl)pyrimidine수율 90.9%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 962Water용매

반응 조건

온도
40 °C

실험 절차

Hydrogen gas was blown into a mixture of 21 g of 4,6-dichloro-5-methoxy-2-(4-benzyloxyphenyl)pyrimidine, 18.1 g of triethylamine, 3.15 g of 10% palladium-on-carbon, 210 ml of ethanol, and 11 ml of water, followed by stirring at 40° C. for 6 hours. The catalyst was removed by filtration, and the filtrate was poured into 300 ml of water and extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate and distilled to remove ethyl acetate to afford 8.93 g (percent yield: 90.9%) of 5-methoxy-2-(4-hydroxyphenyl)pyrimidine.

후처리

  1. customThe catalyst was removed by filtration
  2. additionthe filtrate was poured into 300 ml of water
  3. extractionextracted with ethyl acetate
  4. dry with materialThe extract was dried over anhydrous sodium sulfate
  5. distillationdistilled
  6. customto remove ethyl acetate

출처 및 근거

ORD 기록
ord-0bc80f25355f44b59294d2258f89aebc
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05290477

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