HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → HCID 69733599, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 3,3-Diethoxy-1-propene | HCID 62477 | — |
| Reactant | 5-(bromomethyl)bicyclo[2.2.1]hept-2-ene | HCID 2776062 | — |
| Catalyst | copper(I) bromide | HCID 24593 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69733599 | HCID 69733599 | — |
Reaction Steps
A Grignard reagent was customarily prepared from 200 g of 5-bromomethyl-2-norbornene in 500 ml of dry tetrahydrofuran. The Grignard reagent was added dropwise over one hour to a mixture of 130 g of 3,3-diethoxy-1-propene, 1.0 g of copper (I) bromide and 300 ml of dry tetrahydrofuran at 20° C. Stirring was continued for 20 hours whereupon the reaction solution was added to a saturated aqueous solution of ammonium chloride to stop reaction. After hexane extraction, the organic layer was successively washed with water, saturated sodium bicarbonate water and saturated sodium chloride water, dried over anhydrous sodium sulfate, and concentrated in vacuum, yielding 5-(4-ethoxy-3-buten-1-yl)-2-norbornene.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06515149B2 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-50c01b4ea6974fe38f8b9f8c8573affd |
| Source note | uspto-grants-2003_02 |