5,5-Diethoxy-3-methyl-2-pentenal → 6-Bromo-3-methyl-1,1-diethoxy-3,5-hexadiene

HRID 2232675Notes

Reaction equation

HRID 2232675 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

Reactant 2

HCID 537671965,5-Diethoxy-3-methyl-2-pentenalHCID 540053591-Bromo-6,6-dimethoxy-4-methylhexa-1,3-diene

Product 1

HCID 540851106-Bromo-3-methyl-1,1-diethoxy-3,5-hexadiene

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

  1. custom6-Bromo-3-methyl-1,1-diethoxy-3,5-hexadiene is prepared under the conditions

Sources & evidence

ORD record
ord-79562b94f7d747c799d534b9c1b0283f
Source dataset
uspto-grants-1988_11
Patent number
US04788344

Reaction notes

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