(6Rs,7rs)-5,5,6,7,8,8-hexamethyl-3,4,5,6,7,8-hexahydronaphthalen-2(1h)-one → Tonalide

HRID 851850

Reaktionsgleichung

Reaktionsgleichung von HRID 851850
CC1[CH2:11][C:10]2[C:9]([CH3:13])([CH3:12])[CH:8](C)[CH:7]([CH3:15])[C:6]([CH3:17])([CH3:16])[C:5]=2C(=O)C1.CC1(C)C(C)C(C)[C:27](C)(C)[C:26]2[CH2:25][C:24](=[O:34])[CH2:23]C[C:21]1=2>>[CH3:15][CH:7]1[C:6]([CH3:17])([CH3:16])[C:5]2[CH:21]=[C:26]([CH3:27])[C:25]([C:24]([CH3:23])=[O:34])=[CH:11][C:10]=2[C:9]([CH3:12])([CH3:13])[CH2:8]1

Komponenten

3

Edukt 2

HCID 69426524(6Rs,7rs)-5,5,6,7,8,8-hexamethyl-3,4,5,6,7,8-hexahydronaphthalen-2(1h)-oneHCID 69429922(6Rs,7rs)-3,5,5,6,7,8,8-heptamethyl-3,4,5,6,7,8-hexahydronaphthalen-1(2h)-one

Produkt 1

HCID 89440Tonalide

Versuchsvorschrift

However, if there was added to the base the same amount of (6RS,7RS)-3,5,5,6,7,8,8-heptamethyl-3,4,5,6,7,8-hexahydronaphthalen-1(2H)-one or (6RS,7RS)-5,5,6,7,8,8-hexamethyl-3,4,5,6,7,8-hexahydronaphthalen-2(1H)-one the whole olfactif effect was closer to the one provided by Tonalide®. The effect obtained by the addition of (6RS,7RS) -5,5,6,7,8,8-hexamethyl-3,4,5,6,7,8-hexahydronaphthalen-2(1H)-one was also slightly more ambrette than the one imparted by (6RS,7RS)-3,5,5,6,7,8,8-heptamethyl-3,4,5,6,7,8-hexahydronaphthalen-1(2H)-one.

Quellen und Nachweise

ORD-Eintrag
ord-5a81d00d0cd24f69b8d9110d25cda419
Quelldatensatz
uspto-grants-2007_08
Patentnummer
US07253141B2

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