HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-Methoxy-3-tricyclo[3.3.1.13,7]dec-1-ylbenzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Iodine | HCID 807 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1-(5-Bromo-2-methoxyphenyl)adamantane | HCID 3285024 | — |
| Reactant | Magnesium | HCID 5462224 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Methoxy-3-tricyclo[3.3.1.13,7]dec-1-ylbenzaldehyde | HCID 54029530 | — |
Reaction Steps
11.09 g (37 mmoles) of 2-(1-adamantyl)-4-bromo anisole dissolved in 85 ml of THF are slowly added to 1 g of magnesium and an iodine crystal. At the beginning of the addition, the reaction mixture is heated until the reaction begins, then the remainder of the solution is added in a manner to maintain a regular reflux. This reaction mixture is heated at reflux for 30 minutes after the end of the addition at which point 2.70 g (37 mmoles) of dry DMF are added. The reaction mixture is then stirred for 30 minutes without heating and then poured into 300 ml of mixture of 2N aqueous HCl and dichloromethane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05124473 |
| Source dataset | uspto-grants-1992_06 |
| ORD ID | ord-fa60f78362154f5285f9abec6361d351 |
| Source note | uspto-grants-1992_06 |