1(3H)-Isobenzofuranone, 3-bromo- → Phthalidyl 2-(4-isobutylphenyl)propionate

HRID 371109

Reaktionsgleichung

Reaktionsgleichung von HRID 371109
Br[CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:4](=[O:5])[O:3]1.[CH2:12]([C:16]1[CH:21]=[CH:20][C:19]([CH:22]([CH3:26])[C:23]([O-:25])=[O:24])=[CH:18][CH:17]=1)[CH:13]([CH3:15])[CH3:14].[Na+]>CN(C)C=O>[CH2:12]([C:16]1[CH:17]=[CH:18][C:19]([CH:22]([CH3:26])[C:23]([O:25][CH:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:4](=[O:5])[O:3]2)=[O:24])=[CH:20][CH:21]=1)[CH:13]([CH3:15])[CH3:14]

Komponenten

4

Edukt 2

HCID 962181(3H)-Isobenzofuranone, 3-bromo-HCID 5338317Ibuprofen, Sodium Salt

Produkt 1

HCID 12769702Phthalidyl 2-(4-isobutylphenyl)propionateAusbeute 72,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 10.65 g of 3-bromophthalide in 100 ml of dimethylformamide, 11.5 g of sodium 2-(4-isobutylphenyl)propionate is added under stirring at room temperature. The reaction mixture is stirred 24 hours at room temperature, and it is then poured into 500 ml of ice water. After extraction with chloroform, the organic phase is washed with an aqueous solution of sodium bicarbonate, then with water and finally it is dried on anhydrous sodium sulfate and evaporated to dryness. The residue, crystallized from petroleum ether, yields 12.3 g of phthalidyl 2-(4-isobutylphenyl)propionate, having the same physico-chemical characteristics of the compounds of Example 1.

Aufarbeitung

  1. stirringThe reaction mixture is stirred 24 hours at room temperature
  2. extractionAfter extraction with chloroform
  3. washthe organic phase is washed with an aqueous solution of sodium bicarbonate
  4. dry with materialwith water and finally it is dried on anhydrous sodium sulfate
  5. customevaporated to dryness
  6. customThe residue, crystallized from petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-98155d8092aa46d49bd0d7003efbfb66
Quelldatensatz
uspto-grants-1985_07
Patentnummer
US04529737

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