HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 18518168, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | 3-(Bromomethyl)-5-fluoro-1-benzothiophene | HCID 13642592 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 18518168 | HCID 18518168 | 110.3% |
Reaction Steps
50% NaCN solution (443 mg, 9.05 mmol) in water (2 mL) was added drop wise to a solution of 3-bromomethyl-5-fluoro-benzo[b]thiophene (I-45a: 1.3 g, 3.32 mmol) in DMF (10 mL) over a period of 5 minutes at 0° C. The resulting reaction mass was stirred at room temperature for 2 hours. The reaction was monitored by TLC (5% ethylacetate in hexane). The reaction mass was quenched with sodium hypochlorite solution and extracted with ethyl acetate. The organic layer was washed with water, brine solution, dried over anhydrous sodium sulphate and concentrated. Purification by column chromatography on silica gel (6% ethylacetate in hexane) afforded 700 mg of the product (68.89% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946260B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-6d6d55bc398243168adf19984f826520 |
| Source note | uspto-grants-2015_02 |