Sodium Iodide → 1-Iodoethyl benzoate

HRID 537333ノート

反応式

HRID 537333 の反応式
[C:1]([O:9][CH:10](Cl)[CH3:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[I-:13].[Na+]>C(#N)C>[C:1]([O:9][CH:10]([I:13])[CH3:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 5238Sodium Iodide2 回HCID 148941771-Chloroethyl benzoate

生成物 1

HCID 234492551-Iodoethyl benzoate収率 39%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

反応条件

温度
60 °C

実験手順

1-Chloroethyl benzoate (6.30 g, 34.12 mmol) and sodium iodide (23.0 g, 153.56 mmol) were combined in acetonitrile (150 mL) and heated to 60° C. for 2 hours. The reaction mixture was concentrated under reduced pressure. Diethyl ether and dichloromethane were added to the residue and the solids were filtered off and the filtrate was concentrated under reduced pressure. After silica gel chromatography using ethyl acetate in hexanes the residue was combined with sodium iodide (4.70 g, 31.39 mmol) in acetonitrile (50 mL) and heated to 60° C. for 1.5 hours. The reaction mixture was concentrated under reduced pressure. Diethyl ether was added, the solids were filtered off and the filtrate was concentrated under reduced pressure. Chromatography on silica gel using ethyl acetate in hexanes provided 1-iodoethyl benzoate as a pale yellow oil (3.67 g, 39% yield).

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionDiethyl ether and dichloromethane were added to the residue
  3. filtrationthe solids were filtered off
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. temperatureheated to 60° C. for 1.5 hours
  6. concentrationThe reaction mixture was concentrated under reduced pressure
  7. additionDiethyl ether was added
  8. filtrationthe solids were filtered off
  9. concentrationthe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-c63fee616cb24732876cd8747b864346
出典データセット
uspto-grants-2014_10
特許番号
US08859781B2

反応ノート

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