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Iodine chloride → 1-[4-Hydroxy-3-(hydroxymethyl)-1-butyl]-5-iodouracil

HRID 1516771
ノート
印刷プレビュー

反応式

HRID 1516771 の反応式
[I:1]Cl.[OH:3][CH2:4][CH:5]([CH2:16][OH:17])[CH2:6][CH2:7][N:8]1[CH:15]=[CH:14][C:12](=[O:13])[NH:11][C:9]1=[O:10]>CO>[OH:3][CH2:4][CH:5]([CH2:16][OH:17])[CH2:6][CH2:7][N:8]1[CH:15]=[C:14]([I:1])[C:12](=[O:13])[NH:11][C:9]1=[O:10]
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

4

反応物 2

HCID 24640Iodine chlorideHCID 2896501-[4-Hydroxy-3-(hydroxymethyl)-1-butyl]-uracil

生成物 1

HCID 578389821-[4-Hydroxy-3-(hydroxymethyl)-1-butyl]-5-iodouracil収率 59.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
50 °C

実験手順

Iodine monochloride (500 mg, 3.08 mmol) was added to a solution of 18 (360 mg, 1.68 mmol) in dry methanol (25 ml) and the reaction mixture was stirred at 50° C. for 90 min. and then the methanol was removed in vacuo. The dry residue was treated with 5.0 ml of conc. ammonium hydroxide in 25 ml of methanol with stirring at 50° C. for 1 h. The crude reaction mixture was purified by elution from a column of silica gel by using dichloromethane-methanol (92:8, v/v) as eluent. The product 19 was obtained in 59.2% yield as a colorless gum.

後処理

  1. customthe methanol was removed in vacuo
  2. additionThe dry residue was treated with 5.0 ml of conc. ammonium hydroxide in 25 ml of methanol
  3. stirringwith stirring at 50° C. for 1 h
  4. customThe crude reaction mixture
  5. customwas purified by elution from a column of silica gel

出典と根拠

ORDレコード
ord-6242d3b467be497f8970d67536aca8cf
出典データセット
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08227594B2

反応ノート

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