Buchwald–Hartwig amination: 2,4-Dichloro-1-iodobenzene → [1-(2,4-Dichlorophenyl)piperidin-4-yl]methanol

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

125 °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

**_Procedure:_** To a flask was added 1,3-Dichloro-4-iodobenzene (5.89 mL, 43.41 mmol), piperidin-4-ylmethanol (5 g, 43.41 mmol), cesium carbonate (28.3 g, 86.83 mmol), 18-Crown-6 (1.377 g, 5.21 mmol), rac-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (0.811 g, 1.30 mmol), and toluene (50 mL). The mixture was stirred under nitrogen and Tris(dibenzylideneacetone)dipalladium(0) (0.398 g, 0.43 mmol) was added in one portion. The resultant yellow mixture was heated with oil bath temperature set at 125°C for 3 hours. LCMS shows desired product as well as other impurities. The reaction was cooled to room temperature. Ethyl acetate (2 x 200 mL) was added and the resultant mixture was extracted with saturated aqueous sodium chloride (200 mL). The organics were collected and dried over sodium sulfat

This record comes from experimental reaction archive (ord-5086568c313949c09e3b4fd70cc4de5e). Open the source and check it against what is on this page.

• experimental reaction archive record ord-5086568c313949c09e3b4fd70cc4de5e from dataset "750 AstraZeneca ELN dataset" (url: https://chemrxiv.org/engage/chemrxiv/article-details/60c9e3f37792a23bfdb2d471). No atom mapping is provided by the source.

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experimental reaction record.