Tetrahydrofuran → 2-(4-Methylbutyloxy)acetaldehyde diethylacetal

반응식

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]

참가 물질

반응물 4

HCID 8028Tetrahydrofuran

HCID 24758Sodium hydride

HCID 74852Ethane, 2-bromo-1,1-diethoxy-

HCID 2724896(+)-2-Pentanol

생성물 1

HCID 199306252-(4-Methylbutyloxy)acetaldehyde diethylacetal

실험 절차

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).