HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethyl borate → 8,8-Dimethyl-8H-indolo[3,2,1-de]acridine-3-boronic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethyl borate | HCID 8470 | — |
| Reactant | 3-Bromo-8,8-dimethyl-8H-indolo[3,2,1-de]acridine | HCID 67109585 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Cyclohexane | HCID 8078 | — |
| Product | 8,8-Dimethyl-8H-indolo[3,2,1-de]acridine-3-boronic acid | HCID 67204184 | — |
Reaction Steps
93.9 g (259 mmol) of 3-bromo-8,8-dimethyl-8H-indolo[3,2,1-de]acridine are dissolved in 1500 ml of dry THF, 135 ml (337 mmol) of a 2.5 M solution of n-butyllithium in cyclohexane are added dropwise at −70° C., after 1 h 37 ml of trimethyl borate (336 mmol) are added dropwise, the mixture is warmed to room temperature over the course of 1 h, the solvent is removed, and the residue, which is uniform according to 1H-NMR, is employed in the subsequent reaction without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133119B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-7777a7a8ea2348f28ac833ba6737e14e |
| Source note | uspto-grants-2015_09 |