5,5-Diethoxy-3-methyl-2-pentenal → 6-Bromo-3-methyl-1,1-diethoxy-3,5-hexadiene
Reaction equation
[Br:1][CH:2]=CC=C(C)CC(OC)OC.[CH2:13]([O:15][CH:16]([O:23][CH2:24][CH3:25])[CH2:17][C:18]([CH3:22])=[CH:19][CH:20]=O)[CH3:14]>>[Br:1][CH:2]=[CH:20][CH:19]=[C:18]([CH3:22])[CH2:17][CH:16]([O:23][CH2:24][CH3:25])[O:15][CH2:13][CH3:14]Participants
3
Procedure
6-Bromo-3-methyl-1,1-diethoxy-3,5-hexadiene is prepared under the conditions described earlier for the preparation of 6-bromo-3-methyl-1,1-dimethoxy-3,5-hexadiene. Starting with 5,5-diethoxy-3-methyl-2-pentenal (4.67 g; 25.1 mmol), 6-bromo-3-methyl-1,1-diethoxy-3,5-hexadiene (5.1 g) is obtained in 77.5% yield. The structure of the product obtained is confirmed by the infrared spectrum and the proton nuclear magnetic resonance spectrum.
Workup
- custom6-Bromo-3-methyl-1,1-diethoxy-3,5-hexadiene is prepared under the conditions