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Vinyl Acetate → 6-chloro-2-iodo-9-vinyl-9H-purine

HRID 2041927
ノート
印刷プレビュー

反応式

HRID 2041927 の反応式
C(O[CH:5]=[CH2:6])(=O)C.OS(O)(=O)=O.CCOC(C)=O.[I:18][C:19]1[N:27]=[C:26]2[C:22]([N:23]=[CH:24][NH:25]2)=[C:21]([Cl:28])[N:20]=1>[Hg](OC(C)=O)OC(C)=O>[Cl:28][C:21]1[N:20]=[C:19]([I:18])[N:27]=[C:26]2[C:22]=1[N:23]=[CH:24][N:25]2[CH:5]=[CH2:6]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 7904Vinyl AcetateHCID 86628183Ethyl acetate sulfuric acidHCID 1784783676-Chloro-2-iodopurine

生成物 1

HCID 577424006-chloro-2-iodo-9-vinyl-9H-purine

試薬・触媒・溶媒 1

HCID 16683746Diacetyloxymercury触媒

反応条件

温度
47.5 °C

実験手順

In a 250 mL pressure tube, Hg(OAc)2 (2.52 g, 7.88 mmol) was suspended in vinyl acetate (73 mL, 788 mmol). To this suspension was added H2SO4/EtOAc (1.5 mL/15 mL). A clear solution was formed. The 2-iodo-6-chloro-9H-purine (22.1 g, 78.8 mmol) was added. A suspension formed again. It was degassed and stirred at 45-50° C. overnight. A dark solution was formed. The mixture was passed through celite, washed with EtOAc. Organic layer was washed with Sat. NaHCO3, dried Na2SO4. The product was purified on silica gel chromatography column (1-5% MeOH/DCM).

後処理

  1. customA clear solution was formed
  2. customA suspension formed again
  3. customIt was degassed
  4. customA dark solution was formed
  5. washwashed with EtOAc
  6. washOrganic layer was washed with Sat. NaHCO3, dried Na2SO4
  7. customThe product was purified on silica gel chromatography column (1-5% MeOH/DCM)

出典と根拠

ORDレコード
ord-9e44964519944fcebf6eb518dc8ff1c8
出典データセット
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08586566B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート