HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 471039Generated: October 30, 2026
Potassium tert-butoxide → 2-Benzhydryl-5-oxa-2,8-diazaspiro[3.5]nonan-7-one
https://huagongshe.com/reaction/471039
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | N-((1-Benzhydryl-3-hydroxyazetidin-3-yl)methyl)-2-chloroacetamide | HCID 57988954 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Benzhydryl-5-oxa-2,8-diazaspiro[3.5]nonan-7-one | HCID 57989264 | — |
Reaction Steps
N-((1-Benzhydryl-3-hydroxyazetidine-3-yl)methyl)-2-chloroacetamide (example 33, step d) (2.6 g) in THF (50 mL) was added dropwise over 90 minutes to a vigorously stirred solution at 75° C. of potassium tert-butoxide (1M in tert-butanol, 15.08 mL) and THF (150 mL) under nitrogen. After the addition was complete the mixture was stirred at 75° C. for 10 minutes and then cooled to room temperature. The solvents were removed under reduced pressure and the residue was partitioned between ethyl acetate and brine. The organic layer was dried over sodium sulphate, filtered and the solvent removed under reduced pressure to afford the subtitled compound. Yield 2.05 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08629271B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-78d0e4ecea58406d8479592059c3a87b |
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| Source note | uspto-grants-2014_01 |
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