HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 223Generated: October 23, 2026
Bromobenzene → tert-butyl N-[2-(1-phenylpiperidin-4-yl)ethyl]carbamate
https://huagongshe.com/en/reaction/223
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromobenzene | HCID 7961 | — |
| Reactant | 4-(2-Aminoethyl)piperidine, 4-BOC protected | HCID 1501849 | — |
| Reagent | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Catalyst | Palladium (II) acetate | HCID 4144353 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | tert-butyl N-[2-(1-phenylpiperidin-4-yl)ethyl]carbamate | HCID 69152784 | 0% |
Reaction Steps
palladium(II) acetate (21.45 mg, 0.10 mmol) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (111 mg, 0.19 mmol) were placed in a round-bottomed vessel that was filled with nitrogen. Toluene (0.8 mL) was added and the mixture was heated to 50°C for 30 min. sodium tert-butoxide (138 mg, 1.43 mmol) was added to a second vessel and inerted with nitrogen. tert-butyl 2-(piperidin-4-yl)ethylcarbamate (342 mg, 1.5 mmol) and bromobenzene (150mg, 0.96 mmol) and toluene (1.4 mL) were added. 14/04 2009 13:57:24 +0200 The catalyst solution was added to the reagent mixture and the combined mixture was heated to reflux for several hours. The reaction did not work.
Provenance & Evidence
| Source dataset | 750 AstraZeneca ELN dataset |
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| ORD ID | ord-59ade4a657944ddaa87cf04392b14d28 |
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| Source note | 750 AstraZeneca ELN dataset |
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