HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 5-(benzyloxy)-6-chloronicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 6-chloro-5-hydroxynicotinate | HCID 46941479 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 5-(benzyloxy)-6-chloronicotinate | HCID 71496987 | — |
Reaction Steps
To a solution of methyl 6-chloro-5-hydroxynicotinate (3.71 g) in DMF (30 mL) were added potassium carbonate (5.47 g) and benzyl bromide (2.59 mL), and the mixture was stirred at room temperature for 30 min. Water was added to the reaction mixture at 0° C., and the resulting precipitate was collected by filtration. The obtained crude crystals were washed with water and hexane, and dried at 50° C. for 15 min under reduced pressure to give a crude product of the title compound (4.57 g) as a pale-yellow solid. This compound was used for the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181186B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-e494243bc53f46e5839657613ad8c13c |
| Source note | uspto-grants-2015_11 |