Acetal → 1,1,3-Triethoxy-2-methyl-butane

HRID 850822

Reaktionsgleichung

Reaktionsgleichung von HRID 850822
[CH2:1]([O:3][CH:4]([O:6][CH2:7][CH3:8])[CH3:5])[CH3:2].[CH:9]([O:12][CH2:13][CH3:14])=[CH:10]C.[C:15](=O)([O-])[O-].[Na+].[Na+]>B(F)(F)F.CCOCC>[CH2:1]([O:3][CH:4]([O:6][CH2:7][CH3:8])[CH:5]([CH3:15])[CH:9]([O:12][CH2:13][CH3:14])[CH3:10])[CH3:2]

Komponenten

5

Edukt 3

HCID 7765AcetalHCID 10340Sodium CarbonateHCID 13570Ethyl 1-propenyl ether

Produkt 1

HCID 118305441,1,3-Triethoxy-2-methyl-butaneAusbeute 66,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8000Boron trifluoride etherateKatalysator

Reaktionsbedingungen

Temperatur
35 °C

Versuchsvorschrift

900 g (7.4 mol) of acetaldehyde diethyl acetal (purity according to GC: 97%) and 0.85 g (0.75 ml, 6 mmol, 0.25 mol %) of boron trifluoride etherate were placed in a 2 l two-necked round flask fitted with a magnetic stirrer, a thermometer and a dropping funnel. 220 g (2.5 mol) of ethyl (1-propenyl) ether were added dropwise within about 30 minutes while cooling occasionally with ice at a temperature of about 35° C., but a maximum of 40° C. After completion of the addition the mixture was stirred at room temperature for a further 30 minutes. Then, 4 g of solid, powdered sodium carbonate were added thereto and the mixture was stirred at room temperature for 2.5 hours. Then the mixture was suction filtered and the excess acetaldehyde diethyl acetal was distilled off on a Raschig column, (30×2.5 cm) at 100 mbar. About 1 l of acetaldehyde diethyl acetal (content according to GC. 91%) was recovered in this manner at a boiling point of 40-43° C. The residue was then fractionated on the same column at a pressure of 12-13 mbar. This gave 344.5 g (66.2% yield) of 1,1,3-triethoxy-2-methyl-butane as a water-clear liquid with a boiling point of 81-84° C. and a content of 98.2% according to GC.

Aufarbeitung

  1. customfitted with a magnetic stirrer
  2. customa maximum of 40° C
  3. additionAfter completion of the addition the mixture
  4. stirringthe mixture was stirred at room temperature for 2.5 hours
  5. filtrationfiltered
  6. distillationthe excess acetaldehyde diethyl acetal was distilled off on a Raschig column, (30×2.5 cm) at 100 mbar
  7. customAbout 1 l of acetaldehyde diethyl acetal (content according to GC. 91%) was recovered in this manner at a boiling point of 40-43° C

Quellen und Nachweise

ORD-Eintrag
ord-86926ac3b49043d8b2d50fb33a237c4a
Quelldatensatz
uspto-grants-2000_01
Patentnummer
US06018075

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