Sodium periodate → HCID 13656093、化合物

HRID 745990

反応式

HRID 745990 の反応式
[Br:1][C:2]1[C:3]([S:18][CH2:19][C:20]([OH:22])=[O:21])=[CH:4][C:5]2[O:9][N:8]=[C:7]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[F:16])[C:6]=2[CH:17]=1.I([O-])(=O)(=O)=[O:24].[Na+].I([O-])(=O)=O.[Na+]>CO.O>[Br:1][C:2]1[C:3]([S:18]([CH2:19][C:20]([OH:22])=[O:21])=[O:24])=[CH:4][C:5]2[O:9][N:8]=[C:7]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[F:16])[C:6]=2[CH:17]=1

参加物

5

反応物 3

HCID 23667635Sodium periodateHCID 23675764Sodium IodateHCID 54144274HCID 54144274、化合物

生成物 1

HCID 13656093HCID 13656093、化合物収率 86%

試薬・触媒・溶媒 1

HCID 22242641Methanol--water (1/1)溶媒

実験手順

2.8 g (7.33 mmol) of [[5-bromo-3-(2-fluorophenyl)-1,2-benzisoxazol-6-yl]thio]acetic acid was combined with 30 ml (2 eq.) of 0.5M sodium periodate solution in 300 ml of 4:1 methanol/water. The mixture was refluxed for 18 hours during which the insoluble sodium iodate precipitated. The reaction mixture was then poured into excess 3N HCl and extracted several times with ethyl acetate. The ethyl acetate extracts were combined, washed with water and a saturated salt solution, dried over magnesium sulfate, filtered and evaporated to yield a white solid. The solid was triturated with hexanes and dried under vacuum to yield 2.51 g (86%) of [[5-bromo-3-(2-fluorophenyl)-1,2-benzisoxazol-6-yl]sulfinyl]acetic acid, m.p. 173°-174° C.

後処理

  1. customprecipitated
  2. additionThe reaction mixture was then poured into excess 3N HCl
  3. extractionextracted several times with ethyl acetate
  4. washwashed with water
  5. dry with materiala saturated salt solution, dried over magnesium sulfate
  6. filtrationfiltered
  7. customevaporated
  8. customto yield a white solid
  9. customThe solid was triturated with hexanes
  10. customdried under vacuum

出典と根拠

ORDレコード
ord-42044842e9be46829554263d589b9a3d
出典データセット
uspto-grants-1986_07
特許番号
US04602028

関連ノート

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