Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium aluminum hydride | HCID 28112 | — |
| Reactant | 8-amino-1,4-dioxaspiro[4.5]decane-8-carboxylic Acid | HCID 7015505 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1607592-18-6 | HCID 84071995 | 87.6% |
Reaction Steps
Lithium tetrahydroaluminate (189 mg, 4.97 mmol) was added in portions to a solution of 8-amino-1,4-dioxaspiro[4.5]decane-8-carboxylic acid (from Aldrich, 0.50 g, 2.5 mmol) in tetrahydrofuran (20 mL) with stirring at about 0° C. The resulting mixture was slowly warmed to room temperature and stirred overnight. Fieser workup (0.2 mL H2O, 0.2 mL 10% NaOH, 0.6 mL H2O) was performed followed by filtration through Celite and concentrated to give 0.41 g of the desired product to be used without further purifications. LCMS calculated for C9H18NO3 (M+H)+: m/z=188.1. Found: 188.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181271B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-c77cc72a3e2546c08e456991be82957a |
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| Source note | uspto-grants-2015_11 |
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