HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromo-5-chloroaniline → 3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Bromo-5-chloroaniline | HCID 3084709 | — |
| Reactant | 2-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine | HCID 58164432 | — |
| Product | 3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline | HCID 51034576 | 48% |
Reaction Steps
This material was prepared from 3-bromo-5-chloroaniline following a similar procedure used for SM-9, step 3. The crude product was purified by flash chromatography (RediSep Cyano®, Teledyne ISCO, 0-50% EtOAc in hexanes) to afford 3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (48%) as a pale orange solid: LCMS (m/z) 172.1 (MH+), tR=0.33 minute.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859548B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-d58636edfa1c47cb80555ce4b8e2fc87 |
| Source note | uspto-grants-2014_10 |