Potassium Carbonate → 4-Bromo-3-chloro-6-iodo-2-methylaniline

HRID 1909897ノート

反応式

HRID 1909897 の反応式
Cl.[Br:2][C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[C:5]([CH3:10])[C:4]=1[Cl:11].C([O-])(=O)C.[Na+].[I:17]N1C(=O)CCC1=O.C(=O)([O-])[O-].[K+].[K+]>O.C(OCC)(=O)C.C(O)(=O)C>[Br:2][C:3]1[CH:9]=[C:8]([I:17])[C:6]([NH2:7])=[C:5]([CH3:10])[C:4]=1[Cl:11]

参加物

8

反応物 4

HCID 11430Potassium CarbonateHCID 120273N-IodosuccinimideHCID 517045Sodium AcetateHCID 866544344-Bromo-3-chloro-2-methylaniline hydrochloride

生成物 1

HCID 583067804-Bromo-3-chloro-6-iodo-2-methylaniline収率 96.4%

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a mixture of 4-bromo-3-chloro-2-methyl aniline hydrochloride (1.0 g), sodium acetate (0.5 g), and acetic acid (15 mL) was added N-iodosuccinimide (1.0 g) under water-cooling. The reaction mixture was stirred at room temperature for 3.5 hours. To the reaction mixture were added ethyl acetate and water, and alkalified by adding potassium carbonate. Then, a liquid-separation operation was carried out, and the organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0-90:10) to obtain 4-bromo-3-chloro-6-iodo-2-methylaniline (1.3 g).

後処理

  1. temperaturecooling
  2. washthe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0-90:10)

出典と根拠

ORDレコード
ord-5c7205a44212413690f5446e8c8d412c
出典データセット
uspto-grants-2013_12
特許番号
US08598355B2

反応ノート

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