HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-METHYLTHIOPHENE-2-BORONIC ACID
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triisopropyl borate | HCID 21531 | — |
| Reactant | 2-Bromo-3-methylthiophene | HCID 84314 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Product | 3-METHYLTHIOPHENE-2-BORONIC ACID | HCID 3276437 | 93% |
Reaction Steps
2-Bromo-3-methylthiophene was treated with n-BuLi (1.6 M in hexanes, 38.8 mL, 62.1 mmol), triisopropyl borate (15.1 mL, 65.4 mmol) and HCl(aq) (2.7 N, 52.5 mL) as for 1 to give the title compound 5 (7.2 g, 93% yield) as a brown solid: 1H NMR (CD3OD) δ 7.27 (d, J=5.5 Hz, 1H), 6.80 (d, J=5.5 Hz, 1H), 2.16 (s, 3H). This material was used directly in Suzuki cross coupling reactions.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08609708B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-89d1fee75ef34846ae74ade8807e891a |
| Source note | uspto-grants-2013_12 |