HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributyl borate → (4-Bromo-5-methylthiophen-2-yl)boronic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributyl borate | HCID 12712 | — |
| Reactant | 3,5-Dibromo-2-methylthiophene | HCID 122373 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | (4-Bromo-5-methylthiophen-2-yl)boronic acid | HCID 12184011 | — |
Reaction Steps
n-Butyl lithium in hexane is added to a stirred solution of compound 2 in dry ether (150 mL) at −78° C. under argon atmosphere. After stirring for 30 min, boric acid tri-butyl ester is quickly added to the reaction mixture. The mixture is extracted with 4% aq. NaOH (100 mL), the extract is collected and neutralized by with 10% HCl. The solid residue is washed, filtrated, and dried. Compound 3 is obtained as a yellowish solid. M.p. 229° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08298453B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-d76ef1c571df40d7a30aea177c86214c |
| Source note | uspto-grants-2012_10 |