HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490490Generated: October 31, 2026
N,N-Dimethylaniline → N,N-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
https://huagongshe.com/reaction/1490490
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N,N-Dimethylaniline | HCID 949 | — |
| Reagent | Pinacol | HCID 6425 | — |
| Reagent | Triethylamine | HCID 8471 | — |
| Reagent | Catecholborane | HCID 67506 | — |
| Catalyst | Tris(pentafluorophenyl)borane | HCID 582056 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | N,N-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline | HCID 2758659 | 83% |
Reaction Steps
Prepared from N,N-dimethylaniline (1a, 24.2 mg, 0.200 mmol, 1.00 equiv) and catBH (36.0 mg, 0.300 mmol, 1.50 equiv) according to GP 1. The title compound was purified by flash column chromatography using cyclohexane/EtOAc/Et3N (30/1/1) as eluent to afford 3a (41.0 mg, 83%) as a white solid.
Provenance & Evidence
| DOI | 10.1002/anie.201611536 |
|---|
| Source dataset | Borylation dataset from Roche |
|---|
| ORD ID | ord-34b2e90e8bac42c8b325e7edc6645b46 |
|---|
| Source note | Borylation dataset from Roche |
|---|
