Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 21717629 | HCID 21717629 | — |
| Product | HCID 21717629 | HCID 21717629 | — |
| Product | HCID 21717637 | HCID 21717637 | — |
Reaction Steps
A suspension of the derivative (E) 4-[1-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)-2-propenyl]benzonitrile (0.22 g, 0.64 mmol) prepared previously in alcoholic potassium hydroxide (0.94 g, 16.8 mmol KOH in 0.55 ml H2O and 3.3 ml EtOH) is heated to 70° C. under magnetic stirring for 6 hours. The progress of the reaction is followed by HPLC. After cooling of the reaction medium, it is taken up in water (50 ml), acidified by 1N HCl, extracted with ether (4×20 ml) and the ether phase dried with MgSO4, filtered and evaporated to obtain a raw product which is purified by washing with hexane. After drying at 50° C. (3 hours) in a desiccator under vacuum, 0.18 g of a whitish product, the acid (E) pure 4-[1-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)-2-propenyl]benzoic acid is obtained (yield=75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06265423B1 |
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| Source dataset | uspto-grants-2001_07 |
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| ORD ID | ord-c8a3ee87e9604824bf7961a0da9d69cb |
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| Source note | uspto-grants-2001_07 |
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