Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | tert-Butanol | HCID 6386 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ketene | HCID 10038 | — |
| Product | HCID 178439162 | HCID 178439162 | 66% |
Reaction Steps
A mixed solvent consisting of 24 g of acetic acid, 377 g of t-butanol and 49 g of water was added to the distillate containing the ketene adducts, and 99 g of triethylamine was added dropwise over a period of 2 hours while maintaining the solution temperature at 60° C. Then, the resulting mixture was heated at 60° C. for another 5 hours. After completion of the reaction, analysis by a gas chromatography revealed that peaks due to the ketene adducts disappeared and that hinokitiol was obtained in 66% yield (0.26 mol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06310255B1 |
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| Source dataset | uspto-grants-2001_10 |
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| ORD ID | ord-140131d9b60e4aab9f931625c05db0da |
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| Source note | uspto-grants-2001_10 |
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