Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 131735706 | HCID 131735706 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 70906909 | HCID 70906909 | 80% |
Reaction Steps
To a solution of (S)-benzyl 8,8-dimethyl-6,10-dioxaspiro[4.5]decane-2-carboxylate (3.5 g, 11.50 mmol) in ethanol (50 ml) at 0° C. was added 0.1 N hydrochloric acid (17.5 ml) drop wise. The reaction was stirred at 25° C. for overnight. Upon completion, the reaction mixture was concentrated under reduced pressure; the residue was dissolved in dichloromethane (50 ml) and diluted with water (25 ml). The organic mass was extracted using dichloromethane (2×50 ml) and the combined organic layer was dried over sodium sulfate and concentrated under reduced pressure. The crude product was purified by column chromatography over silica gel using ethyl acetate in hexane as eluents to obtain (S)-benzyl 3-oxocyclopentanecarboxylate (2 g, 80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09359367B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-d22fb6611f124a5db9027e18b282dc62 |
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| Source note | uspto-grants-2016_06 |
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