Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Cyclopentadiene | HCID 7612 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 4-Oxoundecanal | HCID 13193464 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 19774607 | HCID 19774607 | 34% |
Reaction Steps
20.4 ml of a 30 percent strength solution of sodium methanolate (111 mmol) in methanol were initially introduced into the reaction vessel at 0° C., and a mixture of 9.0 g (44.5 mmol) of 4-oxoundecylaldehyde and 4.0 ml (49 mmol) of cyclopentadiene was added in the course of 30 minutes. After the mixture had been stirred at 0° C. for 2 hours and at room temperature for a further 3 hours, it was hydrolyzed, methylene chloride was added and the mixture was filtered over Corolite. The organic phase was separated off, dried over MgSO4 and evaporated. Column chromatography with hexane as the mobile phase gave 3.2 g (34%) of the indene 17. For the NMR data, see Table 1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05194619 |
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| Source dataset | uspto-grants-1993_03 |
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| ORD ID | ord-8f00b088d2f34ca3baa014eb7cc85157 |
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| Source note | uspto-grants-1993_03 |
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