HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromobutyronitrile → HCID 53826452, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromobutyronitrile | HCID 21412 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | 5-Iodonaphthalen-2-ol | HCID 18677111 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 53826452 | HCID 53826452 | 20.6% |
Reaction Steps
To a stirred mixture of 5-iodo-2-naphthol (300 mg, 1.11 mmol) in EtOH (7 mL) was added NaOC2H5 (90.7 mg, 1.2 equiv) and, after 10 min, 4-bromobutyronitrile (0.22 mL, 2.0 equiv). The mixture was then heated at reflux for 2 h. It was diluted with water, extracted with dichloromethane, washed with brine and dried (Na2SO4). Concentration and chromatography on silica gel (hexane/ethyl acetate=4:1) gave 1-(cyanopropyloxy)-5-iodonaphthalene (77 mg, 20.6%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06506747B1 |
| Source dataset | uspto-grants-2003_01 |
| ORD ID | ord-b1666321f20049129c5f305b524a87c9 |
| Source note | uspto-grants-2003_01 |