HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (1S,2R)-4-(2-hydroxy-1-methyl-4-pyridin-3-ylbutoxy)benzeneboronic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | (1S,2R)-4-[2-(tert-butyldimethylsilanyloxy)-1-methyl-4-pyridin-3-ylbutoxy]benzeneboronic acid | HCID 54020751 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (1S,2R)-4-(2-hydroxy-1-methyl-4-pyridin-3-ylbutoxy)benzeneboronic acid | HCID 54413593 | — |
Reaction Steps
A solution of (1S,2R)-4-[2-(tert-butyldimethylsilanyloxy)-1-methyl-4-pyridin-3-ylbutoxy]benzeneboronic acid (10 g, Example 11) in methanol (150 ml) was stirred for 16 hours at room temperature and 2M hydrochloric acid (25 ml). The solution was concentrated to give an acidic aqueous residue which was washed with diethyl ether. The aqueous layer was basified with saturated sodium bicarbonate, the product was extracted into ethyl acetate, dried over anhydrous magnesium sulfate, filtered and concentrated to give the title compound as a foam. (6.97 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06300352B1 |
| Source dataset | uspto-grants-2001_10 |
| ORD ID | ord-0b5ae360856b4c229a79a8f685df2c77 |
| Source note | uspto-grants-2001_10 |