Iodine → 4-Chloro-5-fluoro-2-iodoaniline

HRID 515759ノート

反応式

HRID 515759 の反応式
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[F:9].C([O-])(O)=O.[Na+].[I:15]I>O>[Cl:1][C:2]1[C:3]([F:9])=[CH:4][C:5]([NH2:6])=[C:7]([I:15])[CH:8]=1

参加物

5

反応物 3

HCID 807Iodine2 回HCID 516892Sodium BicarbonateHCID 27365114-Chloro-3-fluoroaniline

生成物 1

HCID 575389634-Chloro-5-fluoro-2-iodoaniline収率 101,846.297%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

To 4-chloro-3-fluoroaniline (25 g, 0.17 mmol) in 250 mL of H2O was added NaHCO3 (21.6 g, 0.25 mmol). After cooling to 0° C., iodine (43.5 g, 0.17 mmol) was added. After 18 h at rt, an additional 10.8 g of iodine was added and the reaction was stirred overnight. The reaction was extracted with DCM (4×250 mL), the combined organics were washed with sodium thiosulfate solution (2×250 mL) and brine (2×250 mL) and dried (Na2SO4). Purification by silica gel chromatography gave 47 g of Intermediate 5A.MS (ESI) m/z: 145.2 (M+H)+.

後処理

  1. extractionThe reaction was extracted with DCM (4×250 mL)
  2. washthe combined organics were washed with sodium thiosulfate solution (2×250 mL) and brine (2×250 mL)
  3. dry with materialdried (Na2SO4)
  4. customPurification by silica gel chromatography

出典と根拠

ORDレコード
ord-377d168a20884cfdaf23a881bfc0d0ac
出典データセット
uspto-grants-2015_08
特許番号
US09108951B2

反応ノート

読み込み中…