HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Difluorobenzoyl chloride → 2,6-difluoro-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Difluorobenzoyl chloride | HCID 87438 | — |
| Reactant | 4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline | HCID 2734620 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2,6-difluoro-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]benzamide | HCID 53414211 | 95.8% |
Reaction Steps
To a stirred solution of 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine (a) (5.2 g, 24 mmol), TEA (5 mL) in dry DCM (50 mL) at 0° C. was added 2,6-difluoro-benzoyl chloride (b) (3.0 mL, 24 mmol) dropwise. The mixture was allowed to warm to room temperature over 2 h before it was washed with water (2×100 mL) and dried. Removal of solvents gave 2,6-difluoro-N-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-benzamide (c) (8.4 g, 23 mmol) as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08435996B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-8bcfa1b20b1f4bb38f457e4305cbef9c |
| Source note | uspto-grants-2013_05 |