Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Phosphoric Acid | HCID 1004 | — |
| Reactant | 2-Methoxypropene | HCID 8300 | — |
| Reactant | Vinylcyclopentanol | HCID 317028 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | 5-Cyclopentylidenepentan-2-one | HCID 13528013 | 69% |
Reaction Steps
A 600 ml autoclave containing a mixture of 1-ethenyl-cyclopentanol (172.0 g; 1.54 mol), isopropenyl methyl ether (218.8 g; 3.04 mol), triethylamine (1.65 ml) and 85% H3PO4 (0.72 ml) was pressurized with N2 at 2 bar and heated up to 125° C. An increase of the pressure to 7 bar was observed. After 14 hours stirring, the autoclave was cooled down to room temperature and depressurized. MTBE (1.5 1) was added to the mixture, washed with H2O (4×25 ml) until neutral pH, dried (MgSO4) and concentrated. Distillation (61° C./0.1 torr) yielded 161.3 g (69% yield) of 5-cyclopentylidenepentan-2-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06399811B1 |
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| Source dataset | uspto-grants-2002_06 |
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| ORD ID | ord-bacbfb384360470cb2a5a816e0e9c61a |
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| Source note | uspto-grants-2002_06 |
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