Acetic Acid → Acetic acid, cyclopent-2-en-1-yl ester

HRID 742816

Reaktionsgleichung

Reaktionsgleichung von HRID 742816
[CH:1]1[CH2:7][CH2:6][CH2:5][CH2:4]CC=1.C.OO.[C:11]([OH:14])(=[O:13])[CH3:12]>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1(=O)C=CC(=O)C=C1>[C:11]([O:14][CH:5]1[CH2:6][CH2:7][CH:1]=[CH:4]1)(=[O:13])[CH3:12]

Komponenten

7

Edukt 4

HCID 176Acetic AcidHCID 297MethaneHCID 784Hydrogen PeroxideHCID 12363Cycloheptene2×

Produkt 1

HCID 140735Acetic acid, cyclopent-2-en-1-yl esterAusbeute 62 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 4650QuinoneKatalysatorHCID 167845palladium(II) acetateKatalysator

Versuchsvorschrift

Acetoxylation of cycloheptene A 500 ml three-neck flask is charged with 15 g of cycloheptene (0.15 moles), 150 g of acetic acid, 0.77 g of benzoquinone (7 mmoles), 1 g of charcoal and 80 mg of palladium acetate (0.35 mmoles). The temperature is taken to 50°, then 8 g (0.17 moles) of 70% by weight hydrogen peroxide are introduced in 8 h, and the reaction is allowed to proceed for a further 2 h while maintaining the temperature at 50°. The acetic acid is then distilled (35°, 20×102Pa). The residue is distilled under vacuum (75°-80°, 15×102Pa) to provide cyclopent-2-en-1-yl acetate (14 g, yield 62%). cyclopent-2-en-1-yl acetate

Aufarbeitung

  1. customis taken to 50°
  2. temperaturewhile maintaining the temperature at 50°
  3. distillationThe acetic acid is then distilled (35°, 20×102Pa)
  4. distillationThe residue is distilled under vacuum (75°-80°, 15×102Pa)

Quellen und Nachweise

ORD-Eintrag
ord-461d75ac805841adba46d677a37b5378
Quelldatensatz
uspto-grants-1996_09
Patentnummer
US05554786

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