Tetrahydrofuran → 2-(4-Methylbutyloxy)acetaldehyde diethylacetal

HRID 21889

Reaktionsgleichung

Reaktionsgleichung von HRID 21889
C[C@H:2]([OH:6])[CH2:3][CH2:4][CH3:5].[H-].[Na+].[CH2:9]([O:11][CH:12]([O:15][CH2:16][CH3:17])[CH2:13]Br)[CH3:10].O1CCC[CH2:19]1>>[CH2:9]([O:11][CH:12]([O:15][CH2:16][CH3:17])[CH2:13][O:6][CH2:2][CH2:3][CH2:4][CH2:5][CH3:19])[CH3:10]

Komponenten

5

Edukt 4

HCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 74852Ethane, 2-bromo-1,1-diethoxy-HCID 2724896(+)-2-Pentanol

Produkt 1

HCID 199306252-(4-Methylbutyloxy)acetaldehyde diethylacetal

Versuchsvorschrift

35 g of (S)-2-pentanol was dissolved in tetrahydrofuran, and 16 g of 60% sodium hydride was added thereto. After stirring for 30 minutes, 80 g of bromoacetaldehyde diethylacetal was added thereto, and the mixture was refluxed for 6 hours. After the reaction solution were concentrated and water and ether was added thereto, the mixture was shaken for mixing. The organic layer was collected and was dried with magnesium sulfate to remove the solvent off. Purification was carried out by column chromatography to obtain 2-(4-methylbutyloxy)acetaldehyde diethylacetal (54).

Aufarbeitung

  1. temperaturethe mixture was refluxed for 6 hours
  2. concentrationAfter the reaction solution were concentrated
  3. additionwater and ether was added
  4. stirringthe mixture was shaken
  5. additionfor mixing
  6. customThe organic layer was collected
  7. dry with materialwas dried with magnesium sulfate
  8. customto remove the solvent off
  9. customPurification

Quellen und Nachweise

ORD-Eintrag
ord-2eb3063371754bbd90900474ffe7d134
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05425897

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