Réaction #50167

Équation de réaction

(S)-2-pentanol

tetrahydrofuran

sodium hydride

bromoacetaldehyde diethylacetal

→

2-(4-methylbutyloxy)acetaldehyde diethylacetal

Conditions de réaction

Traitement

1. 1
   Températurethe mixture was refluxed for 6 hours
2. 2
   ConcentrationAfter the reaction solution were concentrated
3. 3
   workup.ADDITIONwater and ether was added
4. 4
   workup.STIRRINGthe mixture was shaken
5. 5
   workup.ADDITIONfor mixing
6. 6
   AutreThe organic layer was collected
7. 7
   Séchagewas dried with magnesium sulfate
8. 8
   Autreto remove the solvent off
9. 9
   AutrePurification

Mode opératoire

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).

Source