2-Chloro-4-hydroxybenzoic acid → 2-Chloro-4-hydroxy-5-iodobenzoic acid

HRID 491526ノート

反応式

HRID 491526 の反応式
[Cl:1][C:2]1[CH:10]=[C:9]([OH:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[I:12]N1C(=O)CCC1=O>FC(F)(F)S(O)(=O)=O>[Cl:1][C:2]1[CH:10]=[C:9]([OH:11])[C:8]([I:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

参加物

4

反応物 2

HCID 918212-Chloro-4-hydroxybenzoic acidHCID 120273N-Iodosuccinimide2 回

生成物 1

HCID 230839942-Chloro-4-hydroxy-5-iodobenzoic acid収率 64.3%

試薬・触媒・溶媒 1

HCID 62406Trifluoromethanesulfonic acid溶媒2 回

実験手順

2-Chloro-4-hydroxybenzoic acid (5.18 g, 30.02 mmol) was dissolved in trifluoromethanesulfonic acid (25 g) and N-iodosuccinimide (6.75 g, 30.00 mmol) was added by portions at 0° C. After stirring at room temperature for 15 hr, trifluoromethanesulfonic acid (25 g) was further added, and N-iodosuccinimide (2.02 g, 8.98 mmol) was added by portions at 0° C. After stirring at room temperature for 13.5 hr, the reaction mixture was added to ice water (300 ml), and the mixture was stirred for 2 hr. The precipitated solid was collected by filtration, washed with water, and vacuum dried to give a mixture (8:2) (5.76 g) of 2-chloro-4-hydroxy-5-iodobenzoic acid and 2-chloro-3,5-diiodo-4-hydroxybenzoic acid.

後処理

  1. stirringAfter stirring at room temperature for 13.5 hr
  2. stirringthe mixture was stirred for 2 hr
  3. filtrationThe precipitated solid was collected by filtration
  4. washwashed with water, and vacuum
  5. customdried

出典と根拠

ORDレコード
ord-e39a8821634e41d79f2e3a4e5d2ef9a9
出典データセット
uspto-grants-2009_05
特許番号
US07531554B2

反応ノート

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