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Ethanol → Sodium 4-chloromethyl-7-hydroxy-8-methylcoumarin-4-methanesulfonate

HRID 1020925
ノート
印刷プレビュー

反応式

HRID 1020925 の反応式
[Cl:1][CH2:2][C:3]1[C:12]2[C:7](=[C:8]([CH3:14])[C:9]([OH:13])=[CH:10][CH:11]=2)[O:6][C:5](=[O:15])[CH:4]=1.[S:16]([O-:19])([O-:18])=[O:17].[Na+:20].[Na+].[CH2:22](O)C>O>[Cl:1][CH2:2][C:3]1([CH2:22][S:16]([O-:19])(=[O:18])=[O:17])[C:12]2[C:7](=[C:8]([CH3:14])[C:9]([OH:13])=[CH:10][CH:11]=2)[O:6][C:5](=[O:15])[CH2:4]1.[Na+:20]
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 702EthanolHCID 24437Sodium SulfiteHCID 54238774-(chloromethyl)-7-hydroxy-8-methyl-2H-chromen-2-one

生成物 1

HCID 86690062Sodium 4-chloromethyl-7-hydroxy-8-methylcoumarin-4-methanesulfonate収率 80%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

A solution of 1 g of the compound 5 dissolved in 90 mL of ethanol is introduced into a flask, and then a solution of sodium sulfite (1.1 equivalents, 617 mg) in 22 mL of water is added. The mixture is refluxed. After 20 hours of heating, the mixture is cooled to 0° C. The solution is filtered on a Büchner funnel, the obtained beige residue is washed with ethanol, as for the filtrate, it is evaporated under reduced pressure in order to obtain a yellow solid. This solid is washed with ethanol and diethyl ether. Both obtained solids are collected in order to obtain 1 g (80%) of the crude compound 6.

後処理

  1. additionis introduced into a flask
  2. temperatureThe mixture is refluxed
  3. temperatureAfter 20 hours of heating
  4. filtrationThe solution is filtered on a Büchner funnel
  5. washthe obtained beige residue is washed with ethanol, as for the filtrate, it
  6. customis evaporated under reduced pressure in order
  7. customto obtain a yellow solid
  8. washThis solid is washed with ethanol and diethyl ether
  9. customBoth obtained solids are collected in order

出典と根拠

ORDレコード
ord-907e5cf50bbc4ab8a37aa453eeef811d
出典データセット
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08716496B2

反応ノート

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