Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (-)-Epichlorohydrin | HCID 2734062 | — |
| Reactant | HCID 23014065 | HCID 23014065 | — |
| Product | HCID 86668126 | HCID 86668126 | 67% |
Reaction Steps
To a mixture of (R)-epichlorohydrin (0.93 g, 10 mmol) and 1,1-dimethyl-indan-5-ol (0.81 g, 5.0 mmol) in acetone (30 ml) was added potassium carbonate (0.69 g, 5 mmol). The mixture was stirred at 45° C. for 96 hours. The reaction mixture was then concentrated. The residue was partitioned between ethyl acetate and water and extracted twice with ethyl acetate. The organic phases were combined and washed with water, brine, dried over sodium sulfate and concentrated under vacuum. The resulting residue was purified by flash chromatography (silica, methylene chloride/heptane) to give 9.18 g (67%) of (S)-2-(1,1-dimethyl-indan-5-yloxymethyl)-oxirane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09051331B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-71c43c6174ef4ff3a5beb5eee1d6b4e8 |
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| Source note | uspto-grants-2015_06 |
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