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Hydrochloric Acid → Methyl 2-chloro-3-hydroxycarbonyl-4-methylsulfonylbenzoate

HRID 377543
ノート
印刷プレビュー

反応式

HRID 377543 の反応式
O.P([O-])([O-])(O)=O.[Na+].[Na+].OO.Cl([O-])=O.[Na+].[Cl:15][C:16]1[C:25]([CH:26]=[O:27])=[C:24]([S:28]([CH3:31])(=[O:30])=[O:29])[CH:23]=[CH:22][C:17]=1[C:18]([O:20][CH3:21])=[O:19].Cl.S([O-])(O)=[O:34].[Na+]>O.C(#N)C>[Cl:15][C:16]1[C:25]([C:26]([OH:34])=[O:27])=[C:24]([S:28]([CH3:31])(=[O:30])=[O:29])[CH:23]=[CH:22][C:17]=1[C:18]([O:20][CH3:21])=[O:19]
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

9

反応物 6

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 61488Phosphoric acid, disodium salt, hydrateHCID 18517410Methyl 2-chloro-3-formyl-4-methylsulfonylbenzoateHCID 23665763Sodium BisulfiteHCID 23668197Sodium Chlorite

生成物 1

HCID 18517418
Methyl 2-chloro-3-hydroxycarbonyl-4-methylsulfonylbenzoate

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6342Acetonitrile溶媒

反応条件

温度
5 °C

実験手順

13.8 g (0.11 mol) of sodium hydrogen phosphate monohydrate in 170 ml of water, 49.3 g (0.43 mol) of 30% strength hydrogen peroxide solution and 66.2 g (0.59 mol) of 80% strength aqueous sodium chlorite solution were added in succession at 5° C. to a solution of 115.3 g (0.42 mol) of methyl 2-chloro-3-formyl-4-methylsulfonylbenzoate and 2000 ml of acetonitrile. The reaction solution was subsequently stirred for 1 hour at 5° C. and for 12 hours at room temperature. The pH was then brought to 1 using 10% strength hydrochloric acid, and 1500 ml of aqueous 40% strength sodium hydrogen sulfite solution were added. After the mixture had been stirred for 1 hour at room temperature, the aqueous phase was extracted three times with ethyl acetate. The combined organic phases were washed with sodium hydrogen sulfite solution and dried. After the solvent had been distilled off, 102.0 g of methyl 2-chloro-3-hydroxycarbonyl-4-methylsulfonylbenzoate were obtained.

後処理

  1. additionwere added
  2. stirringAfter the mixture had been stirred for 1 hour at room temperature
  3. extractionthe aqueous phase was extracted three times with ethyl acetate
  4. washThe combined organic phases were washed with sodium hydrogen sulfite solution
  5. customdried
  6. distillationAfter the solvent had been distilled off

出典と根拠

ORDレコード
ord-d9df11de04c349f3934a0c3b39541094
出典データセット
uspto-grants-2000_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06028035

反応ノート

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