Iodine → 2,4-Dichloro-5-iodobenzoic acid

HRID 1811722ノート

反応式

HRID 1811722 の反応式
I([O-])(=O)=O.[Na+].[I:6]I.[Cl:8][C:9]1[CH:17]=[C:16]([Cl:18])[CH:15]=[CH:14][C:10]=1[C:11]([OH:13])=[O:12]>S(=O)(=O)(O)O>[Cl:8][C:9]1[CH:17]=[C:16]([Cl:18])[C:15]([I:6])=[CH:14][C:10]=1[C:11]([OH:13])=[O:12]

参加物

5

反応物 3

HCID 807IodineHCID 57872,4-Dichlorobenzoic AcidHCID 23675764Sodium Iodate

生成物 1

HCID 684179092,4-Dichloro-5-iodobenzoic acid収率 121.2%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

Sodium iodate (4.4 g) and iodine (11.1 g) were added to 90% sulfuric acid (330 ml) and stirred at room temperature for 8 hours. Commercially available 2,4-dichlorobenzoic acid (21 g) was added and stirred at the same temperature for 24 hours. The reaction solution was poured onto ice water (3 l), and the precipitated solid material was separated by filtration. The solid material was then washed with water, and dried under reduced pressure. 2,4-Dichloro-5-iodobenzoic acid (16.8 g) was obtained by recrystallization (acetic acid-water). 2,4-Dichloro-5-iodobenzoic acid (2 g) was dissolved in dichloromethane (20 ml) and methanol (20 ml), and trimethylsilyldiazomethane (2 M; n-hexane solution) was added dropwise thereto until the solution became yellow. After a small amount of acetic acid was added, the mixture was concentrated under reduced pressure. The resulting residue was recrystallized from n-hexane to yield the title compound 2,4-dichloro-5-iodobenzoic acid methyl ester (2 g) as a white solid.

後処理

  1. stirringstirred at the same temperature for 24 hours
  2. additionThe reaction solution was poured onto ice water (3 l)
  3. customthe precipitated solid material was separated by filtration
  4. washThe solid material was then washed with water
  5. customdried under reduced pressure

出典と根拠

ORDレコード
ord-15cf147f042546a3b5ef67aef1907687
出典データセット
uspto-grants-2013_01
特許番号
US08362236B2

反応ノート

読み込み中…