HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl isopropylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| Reactant | 4-(Hydroxymethyl)benzeneboronic acid pinacol ester | HCID 11402050 | — |
| Product | 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl isopropylcarbamate | HCID 86696402 | — |
Reaction Steps
To a solution of [4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanol (2.34 g, 10 mmol) and pyridine (890 ul, 11 mmol) in THF (50 ml) at rt was added dropwise a solution of 4-nitrophenyl chloroformate (2.22 g, 11 mmol) in THF (10 ml). The reaction mixture was stirred at rt for overnight. The precipitate was removed by filtration. The filtrate was concentrated to give the desired compound (4.2 g, may contain some pyridine HCl salt).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969565B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-6023c19c56124c9f82c072db10e2be56 |
| Source note | uspto-grants-2015_03 |