Ethanol → 9-Hydroxy-6-phthalimidopurine

HRID 6252

反応式

HRID 6252 の反応式
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]

参加物

5

反応物 2

HCID 702EthanolHCID 145239699-Benzyloxy-6-phthalimidopurine

生成物 1

HCID 145239709-Hydroxy-6-phthalimidopurine収率 83.5%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
25 °C

実験手順

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: νmax (KBr). 2607, 1794, 1735, 1603, 1582, 1467, 1401 cm-1 ; 1H NMR δH [(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%.

後処理

  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

出典と根拠

ORDレコード
ord-bcb1f28502a14261b19c5dc4802361c3
出典データセット
uspto-grants-1993_09
特許番号
US05247085

関連ノート

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