HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylamine → N-Ethyl-2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylamine | HCID 6341 | — |
| Reactant | Propylphosphonic anhydride | HCID 111923 | — |
| Reactant | 2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)benzoic acid | HCID 53216773 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | N-Ethyl-2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide | HCID 66691208 | — |
Reaction Steps
To a stirred solution of 15 g (57 mmol) 2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid in NMP (20 mL) were added 85.84 mL (171.68 mmol) ethylamine and 72.8 mL 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane 2,4,6-trioxide (114.45 mmol, 2M in THF) and the mixture was stirred for 2 h at rt to give after working up and purification 16.00 g (96.7%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09255100B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-a637db1e75824d1fb1421f80235806d3 |
| Source note | uspto-grants-2016_02 |