Buchwald–Hartwig amination: 1-Bromo-2-chlorobenzene → 1-(2-Chlorophenyl)piperazine

Drawn from the record's atom map: which bonds break and which form between the reactants and products the source listed. It shows a change in connectivity, not a simulated trajectory and not a mechanism.

Temperature

110 °C

Only the dimensions the source stated are listed. Anything absent here was not recorded, and it is not inferred from what the class usually needs.

Copied from the source record, unedited

To a stirred sol of 1-bromo-2-chlorobenzene (0.606 mL, 5.22 mmol) in toluene (10 mL) was added Pd2(dba)3 (0.239 g, 0.26 mmol), BINAP (0.163 g, 0.26 mmol), sodium tert-butoxide (0.753 g, 7.83 mmol) and piperazine (1.350 g, 15.67 mmol) and the resulting sol was heated at 110 °C for 16 h. Filtered through a celeite pad & crude mixture was purified by column chromatography to afford (DCM:MeOH 90:10) to afford 1-(2-chlorophenyl)piperazine (0.600 g, 58.4 %) as a brown gum.

This record comes from experimental reaction archive (ord-bb7f6619ebed4436b7a7f09c9d4cd82e). Open the source and check it against what is on this page.

• experimental reaction archive record ord-bb7f6619ebed4436b7a7f09c9d4cd82e from dataset "750 AstraZeneca ELN dataset" (url: https://chemrxiv.org/engage/chemrxiv/article-details/60c9e3f37792a23bfdb2d471). No atom mapping is provided by the source.

  experimental record · quality medium · source

experimental reaction record.