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

HRID 217283

反応式

HRID 217283 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. 2,4-Dichlorobenzoic acid (21 g) commercially available was added and stirred at the same temperature for 24 hours. The reaction solution was poured into ice water (3 L), and the precipitated solid material was collected by filtration. Further, the solid material was washed with water, and dried under reduced pressure. 2,4-Dichloro-5-iodobenzoic acid (16.8 g) was obtained by recrystallization (acetic acid-water). The resulting 2,4-dichloro-5-iodobenzoic acid (2 g) was dissolved in a mixture of dichloromethane (20 mL) and methanol (20 mL). Trimethylsilyldiazomethane (hexane solution, 2 M) was added dropwise until the solution became yellow. A small amount of acetic acid was added, and then the resulting mixture was concentrated under reduced pressure. The resulting residue was recrystallized using hexane to give the title compound 2,4-dichloro-5-iodobenzoic acid methyl ester as white solid (2 g).

後処理

  1. stirringstirred at the same temperature for 24 hours
  2. filtrationthe precipitated solid material was collected by filtration
  3. washFurther, the solid material was washed with water
  4. customdried under reduced pressure

出典と根拠

ORDレコード
ord-462cf85cee2c4c528734f47e9d42eaf1
出典データセット
uspto-grants-2012_06
特許番号
US08193351B2

関連ノート

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