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Benzyl Bromide → HCID 54588054、化合物

HRID 1698292
ノート
印刷プレビュー

反応式

HRID 1698292 の反応式
C(=O)([O-])O.[Na+].[CH2:6]([O:11][C:12]1[C@@H:17]([C@H:18]([CH2:20][OH:21])[OH:19])[O:16][C:14](=[O:15])[C:13]=1[OH:22])[CH:7]([CH2:9][OH:10])[OH:8].[CH2:23](Br)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>O>[CH2:6]([O:11][C:12]1[C@@H:17]([C@H:18]([CH2:20][OH:21])[OH:19])[O:16][C:14](=[O:15])[C:13]=1[O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH:7]([CH2:9][OH:10])[OH:8]
参加物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 7498Benzyl BromideHCID 516892Sodium BicarbonateHCID 672677953-Glyceryl ascorbate

生成物 1

HCID 54588054HCID 54588054、化合物収率 127.9%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Under an argon atmosphere, water and sodium hydrogen carbonate (1.42 g) were added to 3-O-glyceryl ascorbic acid (1.42 g) obtained in Example 1, and the mixture was stirred at room temperature for 30 minutes. To the mixture, benzyl bromide (2.61 g) was added, and the resultant mixture was heated up to 50° C. and stirred for 2 hours. Thereafter, the mixture was concentrated under reduced pressure, then, dissolved in methanol. Then, the resultant solution was dried over anhydrous sodium sulfate, and concentrated under reduced pressure, and 6.13 g of the resultant residue was subjected to silica gel column chromatography. Elution was performed with chloroform/methanol/water(volume ratio:10/3/0.4), and concentration was performed under reduced pressure to obtain to obtain 3-O-glyceryl-2-O-benzyl ascorbic acid (2.47 g).

後処理

  1. stirringstirred for 2 hours
  2. concentrationThereafter, the mixture was concentrated under reduced pressure
  3. dissolutiondissolved in methanol
  4. dry with materialThen, the resultant solution was dried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure, and 6.13 g of the resultant residue
  6. washElution
  7. concentrationwas performed with chloroform/methanol/water(volume ratio:10/3/0.4), and concentration
  8. customto obtain

出典と根拠

ORDレコード
ord-1d46aa8b29dc4a1e9b8d87c9c84b4e72
出典データセット
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08163939B2

反応ノート

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