Ammonia → Ethanol, 2-(6-amino-9H-purin-9-yl)methoxy-

HRID 848076ノート

反応式

HRID 848076 の反応式
Cl[C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH2:11][O:12][CH2:13][CH2:14][O:15]C(=O)C1C=CC=CC=1.[NH3:24]>CO>[OH:15][CH2:14][CH2:13][O:12][CH2:11][N:6]1[CH:5]=[N:4][C:3]2[C:7]1=[N:8][CH:9]=[N:10][C:2]=2[NH2:24]

参加物

4

反応物 2

HCID 222AmmoniaHCID 129267736-Chloro-9-(2-benzoyloxyethoxymethyl)purine

生成物 1

HCID 488933Ethanol, 2-(6-amino-9H-purin-9-yl)methoxy-収率 70%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of 6-chloro-9-(2-benzoyloxyethoxymethyl) purine (50 g) and ammonia (31 g) in methanol (120 ml) was heated in a bomb at 95° C. for 18 hours. The reaction mixture was removed from the bomb and the solvent evaporated under reduced pressure at 50° C. The resulting solid was triturated first with water and then, after drying, with chloroform. The solid, 9-(2-hydroxyethoxymethyl)adenine, was retained, and the aqueous triturate was extracted several times with chloroform. The aqueous extracts were treated with a strongly basic ion exchange resin and then evaporated to dryness under reduced pressure. The remaining solid was combined with that from the trituration step, and recrystallized from isopropanol to give 22 g (70% of theoretical) of white 9-(2-hydroxyethoxymethyl) adenine, m.p. 199.5°-200° C.

後処理

  1. customThe reaction mixture was removed from the bomb
  2. customthe solvent evaporated under reduced pressure at 50° C
  3. customThe resulting solid was triturated first with water
  4. dry with materialafter drying, with chloroform
  5. customthe aqueous triturate
  6. extractionwas extracted several times with chloroform
  7. additionThe aqueous extracts were treated with a strongly basic ion exchange resin
  8. customevaporated to dryness under reduced pressure
  9. customrecrystallized from isopropanol

出典と根拠

ORDレコード
ord-0877a51993b841ada13acd5beab65f1e
出典データセット
uspto-grants-1981_10
特許番号
US04294831

反応ノート

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