Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Chloro-2-methyl-1-propene | HCID 11241 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 22238070 | HCID 22238070 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22238069 | HCID 22238069 | 76.3% |
Reaction Steps
A suspension of 2,3-dihydro-5-hydroxy-6,7-dimethyl-1H-indole-1-carbaldehyde (21.8 g, 0.11 mol), 3-chloro-2-methyl-1-propene (15 mL, 0.15 mol) and potassium carbonate (23.6 g, 0.17 mol) in DMF (200 mL) was stirred at 60° C. for 15 hours under the nitrogen atmosphere. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate four times. The combined organic layers were washed with water and saturated brine, dried over magnesium sulfate, treated with active carbon, filtered, and concentrated under reduced pressure. The residue was recrystallized from diisopropyl ether-hexane to obtain 20.6 g of title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07008940B1 |
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| Source dataset | uspto-grants-2006_03 |
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| ORD ID | ord-9e3fc21bf586476fbfa73d6aa9281dcd |
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| Source note | uspto-grants-2006_03 |
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