alpha-Sinensal → beta-SINENSAL

Reaction equation

CC(=CCCC(C=C)=C)CCC=O.[CH3:14]/[C:15](/[CH2:23][CH2:24]/[CH:25]=[C:26](/[CH:28]=[O:29])\[CH3:27])=[CH:16]\[CH2:17]/[CH:18]=[C:19](/[CH:21]=[CH2:22])\[CH3:20]>>[CH3:14]/[C:15](/[CH2:23][CH2:24]/[CH:25]=[C:26](/[CH:28]=[O:29])\[CH3:27])=[CH:16]\[CH2:17][CH2:18][C:19]([CH:21]=[CH2:22])=[CH2:20]

Participants

Reactant 2

HCID 5281534alpha-Sinensal

HCID 54018124HCID 54018124, compound

Product 1

HCID 5281535beta-SINENSAL

Procedure

4-Methyl-8-vinyl-4,8-nonadienal was used in place of 4-methyl-8-vinyl-4,7-nonadienal in the reaction described in Example 1 d). for preparing α-sinensal. The resulting aldehyde, β-sinensal, was obtained in comparable yields and had the same constants as the product obtained according to Example 4 d).

Workup

customdescribed in Example 1 d

Sources & evidence

ORD record: ord-ac4b0bf989c0403f8b914cb87a966d62
Source dataset: uspto-grants-1976_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03963783

Reaction notes

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