HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 585494Generated: October 30, 2026
Dimethylformamide → tert-Butyl 4-((trimethylsilyl)oxy)-5,6-dihydropyridine-1(2H)-carboxylate
https://huagongshe.com/reaction/585494
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl 2-oxopiperidine-1-carboxylate | HCID 7577838 | — |
| Product | tert-Butyl 4-((trimethylsilyl)oxy)-5,6-dihydropyridine-1(2H)-carboxylate | HCID 10778540 | 62% |
Reaction Steps
Trimethylsilyl chloride (25 ml) and triethylamine (50 ml) were added to a stirred solution of N-Boc piperidinone (30 g) in DMF (40 ml) and the mixture was heated at 70° C. for 16 h. The solution was cooled to room temperature and diluted with hexanes (300 ml), the solution was washed with sodium bicarbonate solution (3×100 ml), dried (MgSO4) and evaporated to give a colourless oil. The product was purified on silica eluting with 10% ethyl acetate/hexanes to give the title compound as colourless oil (25 g, 62%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06933306B2 |
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| Source dataset | uspto-grants-2005_08 |
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| ORD ID | ord-e52d715d22e545cea3d7daa7b3c1f38e |
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| Source note | uspto-grants-2005_08 |
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