(6Rs,7rs)-5,5,6,7,8,8-hexamethyl-3,4,5,6,7,8-hexahydronaphthalen-2(1h)-one → (6Rs,7rs)-5,5,6,7,8,8-hexamethyl-3,4,5,6,7,8-hexahydronaphthalen-1(2h)-one
Reaction equation
C[CH:2]1[CH2:11][C:10]2[C:9]([CH3:13])([CH3:12])[CH:8]([CH3:14])[CH:7]([CH3:15])[C:6]([CH3:17])([CH3:16])[C:5]=2[C:4](=[O:18])[CH2:3]1.CC1(C)C(C)C(C)C(C)(C)C2CC(=O)CCC1=2>>[CH3:13][C:9]1([CH3:12])[CH:8]([CH3:14])[CH:7]([CH3:15])[C:6]([CH3:17])([CH3:16])[C:5]2[C:4](=[O:18])[CH2:3][CH2:2][CH2:11][C:10]1=2Participants
Procedure
The addition of 100 parts by weight of (6RS,7RS)-5,5,6,7,8,8-hexamethyl-3,4,5,6,7,8-hexahydronaphthalen-1(2H)-one to the above-described eau de toilette imparted to the latter a powerful musky and earthy connotation, having also a well appreciated aspect which is slightly ambrette and pine. The overall effect was in-between the one which could have been brought by the addition of CASHMERAN® or TONALIDE®, however the substantivity was by far superior to that which could have been imparted by the addition of CASHMERAN®, and its musky-ambrette character was more elegant than the one provided by TONALIDE®. The addition 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, instead of (6RS,7RS)-5,5,6,7,8,8-hexamethyl-3,4,5,6,7,8-hexahydronaphthalen-1(2H)-one, to the above-described eau de toilette provided a more classic fragrance, wherein the earthy-woody effect was more pronounced than the one which could have been obtained by the addition of TONALIDE®.
Sources & evidence
- ORD record
- ord-b0656690d2bb42239c1c4b279e07a7b9
- Source dataset
- uspto-grants-2007_08
- Patent number
- US07253141B2
Reaction notes
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