HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531451Generated: November 2, 2026
Cesium carbonate → tert-Butyl 4-(3-bromophenoxy)piperidine-1-carboxylate
https://huagongshe.com/reaction/531451
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Bromophenol | HCID 11563 | — |
| Reactant | 1-(tert-Butoxycarbonyl)-4-(methanesulfonyloxy)piperidine | HCID 4184869 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | tert-Butyl 4-(3-bromophenoxy)piperidine-1-carboxylate | HCID 22492957 | 85.3% |
Reaction Steps
The mixture of 3-bromophenol (2.0 g, 11.56 mmol), tert-butyl 4-((methylsulfonyl)oxy)piperidine-1-carboxylate (3.87 g, 13.872 mmol) and caesium carbonate (11.27 g, 34.68 mmol) in DMF (25 ml) was heated at 65° C. for 14 hours. Cooled to RT and diluted with ether. Ether layer was washed with water and brine, dried over sodium sulphate and distilled off the solvent to afford 3.5 g (85.3% yield) of the titled product after purification with (60/120 silica gel) column chromatography using 5% ethyl acetate in hexane as eluent. MS: m/z=356.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09353107B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-3243a15c997043c9b651214a20e6a71a |
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| Source note | uspto-grants-2016_05 |
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