Diethyl Ether → 2-Amino-9-(2-formyloxyethoxymethyl)adenine

HRID 2050030ノート

反応式

HRID 2050030 の反応式
[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH2:11][O:12][CH2:13][CH2:14][OH:15])=[C:4]([NH2:16])[N:3]=1.C[CH2:18][O:19]CC>C(O)=O>[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH2:11][O:12][CH2:13][CH2:14][O:15][CH:18]=[O:19])=[C:4]([NH2:16])[N:3]=1

参加物

4

反応物 2

HCID 3283Diethyl EtherHCID 945882,6-Diamino-9-(2-hydroxyethoxymethyl)purine

生成物 1

HCID 132555722-Amino-9-(2-formyloxyethoxymethyl)adenine

試薬・触媒・溶媒 1

HCID 284Formic Acid溶媒

実験手順

A solution of 2-amino-9-(2-hydroxyethoxymethyl)adenine (0.5 g) in 97% formic acid (2.5 ml) was stirred in an ice bath for 3 hours, and then at room temperature overnight. Dry ether (80 ml) was added and the mixture chilled. The solid was removed by filtration and dissolved in hot acetonitrile (125 ml); residual solids were removed by filtration. The filtrate was applied to a column containing silica gel (14 g) in acetonitrile. The column was eluted with dry acetone. The eluate was evaporated and the residual solid recrystallized from acetonitrile to give 2-amino-9-(2-formyloxyethoxymethyl)adenine (93 mg, m.p. 238°-240° C.).

後処理

  1. customat room temperature
  2. customovernight
  3. temperaturethe mixture chilled
  4. customThe solid was removed by filtration
  5. dissolutiondissolved in hot acetonitrile (125 ml)
  6. customresidual solids were removed by filtration
  7. additioncontaining silica gel (14 g) in acetonitrile
  8. washThe column was eluted with dry acetone
  9. customThe eluate was evaporated
  10. customthe residual solid recrystallized from acetonitrile

出典と根拠

ORDレコード
ord-4ad86e61843e44c6a3bcadbaf5ee4a4a
出典データセット
uspto-grants-1980_04
特許番号
US04199574

反応ノート

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