HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 69524698, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | 2-(Hydroxymethyl)-3-methylcyclopent-2-en-1-one | HCID 15768146 | — |
| Reactant | HCID 178506815 | HCID 178506815 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69524698 | HCID 69524698 | 72% |
Reaction Steps
2-(hydroxymethyl)-3-methyl-2-cyclopenten-1-one (2.98 g, 14.3 mmol) prepared in Example 15 was dissolved in 2 mL of tetrahydrofuran. This solution was added to a solution prepared by stirring indenyllithium (4.36 g, 35.8 mmol) dissolved in 30 mL of tetrahydrofuran at −30° C. The solution was stirred at room temperature for 12 hours. After adding 40 mL of water, the solution was extracted twice with 40 mL of diethyl ether using a separatory funnel. After taking the organic layer, moisture was removed with magnesium sulfate, and the solvent was removed using a rotary evaporator. A pure target compound (2.29 g, yield: 72%) was obtained by column chromatography (hexane:toluene=10:1) using silica.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07271277B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-4171a62d42a3406f859cb253e83fb079 |
| Source note | uspto-grants-2007_09 |