Ethanol → 9-Hydroxy-6-phthalimidopurine

HRID 373896

반응식

HRID 373896 반응식
C([O:8][N:9]1[CH:17]=[N:16][C:15]2[C:10]1=[N:11][CH:12]=[N:13][C:14]=2[N:18]1[C:22](=[O:23])[C:21]2=[CH:24][CH:25]=[CH:26][CH:27]=[C:20]2[C:19]1=[O:28])C1C=CC=CC=1.C(O)C>[Pd].O1CCCC1>[OH:8][N:9]1[CH:17]=[N:16][C:15]2[C:10]1=[N:11][CH:12]=[N:13][C:14]=2[N:18]1[C:22](=[O:23])[C:21]2=[CH:24][CH:25]=[CH:26][CH:27]=[C:20]2[C:19]1=[O:28]

참가 물질

5

반응물 2

HCID 702EthanolHCID 145239699-Benzyloxy-6-phthalimidopurine

생성물 1

HCID 145239709-Hydroxy-6-phthalimidopurine수율 83.5%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8028Tetrahydrofuran용매

반응 조건

온도
25 °C

실험 절차

A mixture of 9-benzyloxy-6-phthalimidopurine (11.0 g, 29.5 mmol), 10% palladium on charcoal (2.2 g), ethanol (300 ml) and tetrahydrofuran (500 ml) was stirred at 25° C. for 1 hour under an atmosphere of hydrogen. The suspension was then filtered and the catalyst washed with ethanol. The filtrate was evaporated under reduced pressure and the resulting solid triturated with ether. The solid was collected and then dried to afford the title compound (6.93 g; 83%). IR: υmax (KBr). 2607, 1794, 1735, 1603, 1582, 1467, 1401 cm-1 ; 1H NMRδH [(CD3)2SO] 8.15(4H, s, Ar), 8.95(1H, s, H-2), 9.15(1H, s, H-8), 12.80(1H, br.s, D2O exchangeable, OH). Found: C, 55.34; H, 2.58; N, 24.56%. C13H7N5O3 requires: C, 55.51; H, 2.51; N, 24.91%.

후처리

  1. filtrationThe suspension was then filtered
  2. washthe catalyst washed with ethanol
  3. customThe filtrate was evaporated under reduced pressure
  4. customthe resulting solid triturated with ether
  5. customThe solid was collected
  6. customdried

출처 및 근거

ORD 기록
ord-937fbcbfd5904517a73cca894d1872c7
출처 데이터셋
uspto-grants-1992_11
특허 번호
US05166198

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