HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(3-Bromo-4-cyanobenzoyl)-3-methoxymethoxypyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | 2-(3-Bromo-4-fluorobenzoyl)-3-methoxymethoxypyridine | HCID 53986484 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2-(3-Bromo-4-cyanobenzoyl)-3-methoxymethoxypyridine | HCID 54455247 | 96.1% |
Reaction Steps
To a solution of 2-(3-bromo-4-fluorobenzoyl)-3-methoxymethoxypyridine (4.68 g) in dimethyl sulfoxide (50 mL) was added potassium cyanide (2.7 g) at 0° C. The mixture was stirred for 3 hours while raising the temperature to room temperature. The reaction mixture was poured into water, which was subjected to extraction with ethyl acetate. The extract solution was washed with water and a saturated aqueous saline solution, successively, and dried (sodium sulfate) and then concentrated. The concentrate was purified by means of a silica gel column (ethyl acetate--hexane) to afford 2-(3-bromo-4-cyanobenzoyl)-3-methoxymethoxypyridine (4.59 g) (compound B-6). Physical properties and spectrum date of the product are shown in Table 3 and Table 4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05891895 |
| Source dataset | uspto-grants-1999_04 |
| ORD ID | ord-cab4986e594f492b889eb9289780a412 |
| Source note | uspto-grants-1999_04 |