HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 4,5-Dicyclopropyl-2-ethoxybenzenemethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Methyl 4,5-dicyclopropyl-2-ethoxybenzoate | HCID 90423797 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4,5-Dicyclopropyl-2-ethoxybenzenemethanol | HCID 90423932 | 97.6% |
Reaction Steps
A THF (15 mL) solution of methyl 4,5-dicyclopropyl-2-ethoxybenzoate (3.26 g) was added at 0° C. to a mixture of lithium aluminum hydride (1.09 g) and THF (65 mL), and the resultant mixture was stirred at room temperature for 1 hour in a nitrogen atmosphere. Water (1 mL), a 1 M aqueous sodium hydroxide solution (1 mL), and water (3 mL) were added in this order to the reaction mixture at 0° C., and the mixture was filtered through celite. Then, the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel chromatography (hexane/ethyl acetate) to obtain the title compound (2.84 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353108B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-5ec82e1b01784cc8ab4f28c7b3cf4312 |
| Source note | uspto-grants-2016_05 |