Ammonia → 2-Fluoro-5-iodobenzamide

HRID 606822ノート

反応式

HRID 606822 の反応式
[F:1][C:2]1[CH:10]=[CH:9][C:8]([I:11])=[CH:7][C:3]=1[C:4](Cl)=[O:5].[NH3:12]>CO>[F:1][C:2]1[CH:10]=[CH:9][C:8]([I:11])=[CH:7][C:3]=1[C:4]([NH2:12])=[O:5]

参加物

4

反応物 2

HCID 222Ammonia2 回HCID 27782042-Fluoro-5-iodobenzoyl chloride

生成物 1

HCID 670478112-Fluoro-5-iodobenzamide収率 92%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

反応条件

温度
0 °C

実験手順

Add slowly 2-fluoro-5-iodobenzoyl chloride (4.0 g, 14.1 mmol) to a 7 N solution of ammonia in methanol (20 mL, 141 mmol) cooled to 0° C. Stir at 0° C. for 45 min then warm to room temperature and stir 5 h. Add an additional amount of the 7 N solution of ammonia in methanol (20 mL) to the reaction mixture and stir for 15 h. Concentrate, dilute with ethyl acetate (300 mL) and wash twice with water (30 mL) and twice with an aqueous saturated solution of sodium chloride (30 mL). Dry (sodium sulfate), filter, and concentrate. Purify by silica gel chromatography, eluting with 60:40 to 40:60 hexanes:ethyl acetate, to give the title compound as a white solid (3.45 g, 92%).

後処理

  1. temperaturethen warm to room temperature
  2. stirringstir 5 h
  3. stirringstir for 15 h
  4. concentrationConcentrate
  5. additiondilute with ethyl acetate (300 mL)
  6. washwash twice with water (30 mL) and twice with an aqueous saturated solution of sodium chloride (30 mL)
  7. dry with materialDry (sodium sulfate)
  8. filtrationfilter
  9. concentrationconcentrate
  10. customPurify by silica gel chromatography
  11. washeluting with 60:40 to 40:60 hexanes

出典と根拠

ORDレコード
ord-3ebac6051a7e46fd8a3f066fedf7a341
出典データセット
uspto-grants-2011_03
特許番号
US07915424B2

反応ノート

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