HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-(Benzyloxy)-4-ethylphenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Magnesium | HCID 5462224 | — |
| Reactant | 2-(Benzyloxy)-4-ethylphenyl-4-methylbenzenesulfonate methylbenzenesulfonate | HCID 86639095 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-(Benzyloxy)-4-ethylphenol | HCID 59191243 | 80.8% |
Reaction Steps
To a solution of 2-(benzyloxy)-4-ethylphenyl-4-methylbenzenesulfonate methylbenzenesulfonate (0.26 mmol; 100 mg) under argon, in methanol (2 mL), was added magnesium (2.61 mmol; 0.63 g). The reaction was stirred at room temperature overnight. The reaction mixture was hydrolysed with HCl 1N (3 mL) and extracted with ethyl acetate (3*5 mL). Combined organic phases were washed with saturated NaHCO3 (10 mL), dried over Na2SO4, concentrated. The residue was purified with preparative TLC (dichloromethane/cyclohexane: 9/1) to yield the title compound as a yellow oil (48 mg; 0.21 mmol; 80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722746B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-e3ed72eb42be48ffb46f5cf33f5e31a4 |
| Source note | uspto-grants-2014_05 |