HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Methyl 1-(4'-hydroxymethylphenyl)cyclopent-3-ene-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | Methyl 1-(4'-t-butyldimethylsilyloxymethylphenyl)-2-vinylcyclopropane-1-carboxylate | HCID 19090698 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 1-(4'-hydroxymethylphenyl)cyclopent-3-ene-1-carboxylate | HCID 19090695 | — |
Reaction Steps
To a solution of the title compound of Step 2, above, (1.8 g, 5.23 mmol) in 25 ml THF was added n-Bu4NF (1.5 g, 5.75 mmol), and the resulting solution was stirred at ambient temperature for 3 hours. The mixture was poured into 50 ml 1N HCl and extracted (EtOAc, 4×30 ml). The combined extracts were dried over MgSO4, filtered and concentrated to yield 1.51 g of the title compound as an oil which was used crude in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05300668 |
| Source dataset | uspto-grants-1994_04 |
| ORD ID | ord-6539d0df347548cca7a4022e08bd4d9c |
| Source note | uspto-grants-1994_04 |