2-Heptanol → 1-Methylhexyl acetate

HRID 1604135

Reaktionsgleichung

Reaktionsgleichung von HRID 1604135
[CH3:1][CH:2]([OH:8])[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[C:9]([O-])(=[O:11])[CH3:10].[Na+]>C(OC(=O)C)(=O)C>[C:9]([O:8][CH:2]([CH3:1])[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])(=[O:11])[CH3:10]

Komponenten

4

Edukt 2

HCID 109762-HeptanolHCID 517045Sodium Acetate

Produkt 1

HCID 800181-Methylhexyl acetateAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7918Acetic AnhydrideLösungsmittel

Versuchsvorschrift

2-Heptanol (162 g, 1.4 mol, Aldrich) and sodium acetate (16 g, Aldrich) were heated to 100° C. and then acetic anhydride (190 ml, BDH GPR) was added over a 1 hour period at 100-130° C. The mixture was heated to reflux for 3 hours. The reaction mixture was then cooled, washed with water, washed with aqueous sodium bicarbonate to neutrality, dried over sodium sulfate, and then concentrated. Fractional distillation of the crude residue under vacuum provided 1-methylhexyl acetate (107-108°/95-100 mm Hg, 67% yield), the structure of which was confirmed by mass spectroscopy, nuclear magnetic resonance spectroscopy, and infra red spectroscopy (not shown).

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 3 hours
  3. temperatureThe reaction mixture was then cooled
  4. washwashed with water
  5. washwashed with aqueous sodium bicarbonate to neutrality
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated
  8. distillationFractional distillation of the crude residue under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-4204bf78b3bc48c3a333a66f64dc3810
Quelldatensatz
uspto-grants-1999_11
Patentnummer
US05993879

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