HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490496Generated: October 27, 2026
N,N-Dimethyl-3-chloroaniline → 3-chloro-N,N-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
https://huagongshe.com/reaction/1490496
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N,N-Dimethyl-3-chloroaniline | HCID 23285 | — |
| Reagent | Pinacol | HCID 6425 | — |
| Reagent | Triethylamine | HCID 8471 | — |
| Reagent | Catecholborane | HCID 67506 | — |
| Catalyst | Tris(pentafluorophenyl)borane | HCID 582056 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-chloro-N,N-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline | HCID 131414309 | 66% |
Reaction Steps
Prepared from 3-chloro-N,N-dimethylaniline (1h, 31.0 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 3h (37.1 mg, 66%) as a white solid.
Provenance & Evidence
| DOI | 10.1002/anie.201611536 |
|---|
| Source dataset | Borylation dataset from Roche |
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| ORD ID | ord-154b9e18939b49648eff4bcd0e35713b |
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| Source note | Borylation dataset from Roche |
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