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

HRID 704909ノート

反応式

HRID 704909 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4e880a59fd544db1ae90e99ed59755dd
出典データセット
uspto-grants-1991_01
特許番号
US04988828

反応ノート

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