HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-chloro-2H-pyridine-1-carboxylic acid phenyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Chloropyridine | HCID 12287 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-chloro-2H-pyridine-1-carboxylic acid phenyl ester | HCID 57565901 | 67% |
Reaction Steps
To a solution of 3-chloro-pyridine (6.0 g, 53 mmol) in methanol (50 mL) was added NaBH4 (2.6 g, 69 mmol) at −78° C., following addition of phenyl chloroformate (8.3 g, 53 mmol) at same temperature. The mixture was stirred at r.t. for 0.5 h. Then water (200 mL) was added slowly into the solution. The precipitate was collected by filtration to give crude product (Yield: 8.2 g, 67%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07495007B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-16229c5392284f3aacb86bc065ad97e2 |
| Source note | uspto-grants-2009_02 |