Eugenol → Coniferaldehyde

HRID 2225987Notes

Reaction equation

HRID 2225987 reaction equation
CCCCCCCCCCCC.C([O:32][C:33]1[C:34]([O:42][CH3:43])=[CH:35][C:36]([CH2:39][CH:40]=[CH2:41])=[CH:37][CH:38]=1)(=O)CCCCCCC/C=C\CCCCCCCC.[C:44]1([O:54][CH3:55])[C:45](=[CH:47][CH:48]=[C:49]([CH:53]=1)[CH2:50][CH:51]=[CH2:52])[OH:46]>>[CH3:43][O:42][C:34]1[CH:35]=[C:36](/[CH:39]=[CH:40]/[CH:41]=[O:46])[CH:37]=[CH:38][C:33]=1[OH:32].[C:44]1([O:54][CH3:55])[C:45](=[CH:47][CH:48]=[C:49]([CH:53]=1)[CH2:50][CH:51]=[CH2:52])[OH:46]

Participants

5

Reactant 3

HCID 3314EugenolHCID 8182DodecaneHCID 67822934HCID 67822934, compound

Product 2

HCID 3314EugenolHCID 5280536ConiferaldehydeYield 10.4%

Procedure

Diplodia gossypina ATCC 10936 is used for inoculating 800 ml of the abovementioned medium with n-dodecane as carbon source and, during inoculation, induced using 400 mg of eugenol oleate. The culture is allowed to grow for 3 days, after which 400 mg of eugenol are added. After a contact time of 143 hours, 45 mg of coniferyl aldehyde (10.4% of theory) as well as 100 mg of unmetabolised eugenol are isolated.

Sources & evidence

ORD record
ord-4638447215254273a1859aa5f9ee729d
Source dataset
uspto-grants-1994_09
Patent number
US05344994

Reaction notes

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