Sodium Iodide → 1-Iodoethyl benzoate

HRID 537333노트

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HRID 537333 반응식
[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

참가 물질

4

반응물 2

HCID 5238Sodium Iodide2회HCID 148941771-Chloroethyl benzoate

생성물 1

HCID 234492551-Iodoethyl benzoate수율 39%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

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온도
60 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-c63fee616cb24732876cd8747b864346
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08859781B2

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