HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Cyanophenylboronic acid → Tert-butyl 4'-cyano-2-methyl-1,1'-biphenyl-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Cyanophenylboronic acid | HCID 2734326 | — |
| Reactant | Tert-butyl 4-bromo-3-methylbenzoate | HCID 11845988 | — |
| Reactant | 2-(Bromomethyl)-4'-chloro-4-methoxy-1,1'-biphenyl | HCID 21943338 | — |
| Product | Tert-butyl 4'-cyano-2-methyl-1,1'-biphenyl-4-carboxylate | HCID 22660788 | 84% |
Reaction Steps
(Step 1) A solution of tert butyl 4-bromo-3-methylbenzoate (3.3 g, 12.2 mmol) was reacted with 4-cyanophenylboronic acid (2.15 g, 14.6 mmol) according to the procedure described for compound 14. The crude product was purified by column chromatography (silica gel, 3:2 hexanes/methylene dichloride) to afford tert-butyl 4′-cyano-2-methyl-1,1′-biphenyl-4-carboxylate as a white solid (3.0 g, 84% yield). ESI-MS m/e 294.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06803374B2 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-40c3058de5894d388df8dc30e959c41b |
| Source note | uspto-grants-2004_10 |