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Sodium Hydroxide → HCID 58431987、化合物

HRID 512625
ノート
印刷プレビュー

反応式

HRID 512625 の反応式
[O:1]=[S:2]1(=[O:20])[CH2:6][CH2:5][CH2:4][N:3]1[C:7]1[CH:12]=[CH:11][C:10]([CH:13]([O:18][CH3:19])[C:14]([O:16]C)=[O:15])=[CH:9][CH:8]=1.[OH-].[Na+]>CO>[O:1]=[S:2]1(=[O:20])[CH2:6][CH2:5][CH2:4][N:3]1[C:7]1[CH:8]=[CH:9][C:10]([CH:13]([O:18][CH3:19])[C:14]([OH:16])=[O:15])=[CH:11][CH:12]=1
参加物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 14798Sodium HydroxideHCID 58432115HCID 58432115、化合物

生成物 1

HCID 58431987HCID 58431987、化合物収率 82.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of methyl 2-(4-(1,1-dioxidoisothiazolidin-2-yl)phenyl)-2-methoxyacetate (0.48 g, 1.6 mmol) in MeOH (21 mL) was added 1 M NaOH (7 mL, 7 mmol) slowly. After stirring at room temperature for 23 hrs, the volatiles were removed in vacuo and the residue was dissolved in H2O. EtOAc was added to the aqueous solution and saturated aqueous NH4Cl and 1 M HCl were added slowly until the pH ˜3. The mixture was extracted with EtOAc then the aqueous layer was acidified to pH 1 and extracted with EtOAc again. The combined organics were washed with H2O and brine, dried over Na2SO4 and concentrated in vacuo to give 2-(4-(1,1-dioxidoisothiazolidin-2-yl)phenyl)-2-methoxyacetic acid as a yellow foam (0.378 g, 82% yield). The product was used in the next synthetic step without further purification.

後処理

  1. customthe volatiles were removed in vacuo
  2. dissolutionthe residue was dissolved in H2O
  3. additionEtOAc was added to the aqueous solution and saturated aqueous NH4Cl and 1 M HCl
  4. additionwere added slowly until the pH ˜3
  5. extractionThe mixture was extracted with EtOAc
  6. extractionextracted with EtOAc again
  7. washThe combined organics were washed with H2O and brine
  8. dry with materialdried over Na2SO4
  9. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-344f334c1391467cbf2bfd07bb0826f3
出典データセット
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09102643B2

反応ノート

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