HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Chloro-2-methyl-1-propene → tert-Butyl 4,4-dimethoxy-3-[(2-methyl-2-propen-1-yl)oxy]piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Chloro-2-methyl-1-propene | HCID 11241 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Tert-butyl 3-hydroxy-4,4-dimethoxypiperidine-1-carboxylate | HCID 11425480 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | tert-Butyl 4,4-dimethoxy-3-[(2-methyl-2-propen-1-yl)oxy]piperidine-1-carboxylate | HCID 86712356 | 76.9% |
Reaction Steps
The same operation as in Example (90a) was performed using tert-butyl 3-hydroxy-4,4-dimethoxypiperidine-1-carboxylate (5.2 g, 20 mmol), sodium hydride (55% content, 1.31 g, 30 mmol), 3-chloro-2-methyl-1-propene (3.63 g, 40 mmol) and DMF (50 mL). The residue was purified by column chromatography (elution solvent: hexane/ethyl acetate=10/1, 4/1, 2/1) to obtain 4.85 g of the title compound as a colorless oily substance (77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08927588B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-355cef040fea4d08b5768a3025a61395 |
| Source note | uspto-grants-2015_01 |