Potassium Iodide → 3-(3-(1,3-Dioxoisoindolin-2-yl)propoxy)benzaldehyde

HRID 704909노트

반응식

HRID 704909 반응식
Br[CH2:2][CH2:3][CH2:4][N:5]1[C:9](=[O:10])[C:8]2=[CH:11][CH:12]=[CH:13][CH:14]=[C:7]2[C:6]1=[O:15].[C:16](=[O:19])([O-])[O-].[K+].[K+].[I-].[K+]>C(#N)C>[CH:9]([C:8]1[CH:11]=[C:16]([CH:13]=[CH:14][CH:7]=1)[O:19][CH2:2][CH2:3][CH2:4][N:5]1[C:9](=[O:10])[C:8]2=[CH:11][CH:12]=[CH:13][CH:14]=[C:7]2[C:6]1=[O:15])=[O:10]

참가 물질

5

반응물 3

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 21611N-3-Bromopropylphthalimide

생성물 1

HCID 128106403-(3-(1,3-Dioxoisoindolin-2-yl)propoxy)benzaldehyde수율 188.6%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

m-Hydroxybenzaldehyde (12.2 g), N-(3-bromopropyl)phthalimide (26.8 g), anhydrous potassium carbonate (13.8 g) and potassium iodide (1.7 g) were suspended in acetonitrile (600 ml), and the suspension was heated under reflux for 18 hours. After cooling, the precipitate was removed, and the solvent was evaporated under reduced pressure. The residue was distributed between benzene and water. The organic layer was washed successively with a 1N aqueous NaOH solution, water and a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give 29.16 g (yield 94%) of N-[3-(3-formylphenoxy)propyl]phthalimide as crystals.

후처리

  1. temperaturethe suspension was heated
  2. temperatureunder reflux for 18 hours
  3. temperatureAfter cooling
  4. customthe precipitate was removed
  5. customthe solvent was evaporated under reduced pressure
  6. washThe organic layer was washed successively with a 1N aqueous NaOH solution, water
  7. dry with materiala saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate
  8. customThe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-4e880a59fd544db1ae90e99ed59755dd
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04988828

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