HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (S)-(+)-3-Cyano-4-(2-methylbutyloxy)phenylboronic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Trimethyl borate | HCID 8470 | — |
| Reactant | Lithium | HCID 3028194 | — |
| Reactant | (S)-(+)-3-Cyano-4-(2-methylbutyloxy)benzoic acid | HCID 54501986 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (S)-(+)-3-Cyano-4-(2-methylbutyloxy)phenylboronic acid | HCID 53923893 | — |
Reaction Steps
The experimental procedure for the preparation of the lithium salt was as described in the preparation of compound 43. A solution of trimethyl borate (2.70 g, 0.024 mol) in dry THF (10 ml) was added dropwise to the lithium salt solution. The resultant mixture was allowed to warm to room temperature overnight whilst stirring and dilute hydrochloric acid was then added. The THF/water azeotrope was removed in vacuo and the remaining residue was dissolved in diethyl ether and washed with water until acid-free. The ether was dried (MgSO4) and removed in vacuo to leave a fawn solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05891358 |
| Source dataset | uspto-grants-1999_04 |
| ORD ID | ord-8d36b30d02454af9b5c685ec55fb20d7 |
| Source note | uspto-grants-1999_04 |