HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 53878501, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl 4-bromobutyrate | HCID 76300 | — |
| Reactant | 2-(3-Cyano-3-(3,4-dichlorophenyl)propyl)oxytetrahydropyran | HCID 15670807 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53878501 | HCID 53878501 | 48.9% |
Reaction Steps
4.6 g of 60% NaH are added in small portions to a solution of 36 g of the above 3,4-dichloro-α-[(2-tetrahydropyranyloxy)ethyl]benzeneacetonitrile (prepared according to PREPARATION II (a)) in 100 ml of dimethylformamide. The reaction mixture is stirred for 3 hours at room temperature and cooled to 0° C. and 22.4 g of ethyl 4-bromobutyrate in 40 ml of dimethylformamide are then added. The reaction mixture is stirred for 3 hours at room temperature, poured into water and extracted with ether and the extract is washed with a saturated solution of NaCl, dried over Na2SO4 and concentrated under vacuum. The residue obtained is purified by chromatography on silica gel using toluene as the eluent to give 24 g of the expected product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05712288 |
| Source dataset | uspto-grants-1998_01 |
| ORD ID | ord-b96a781b085c497b84af3d61e7bef598 |
| Source note | uspto-grants-1998_01 |