HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Acetate → Methyl 2-(4-hydroxyphenyl)cyclopropane-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | Methyl 2-[4-(acetyloxy)phenyl]cyclopropane-1-carboxylate | HCID 59364054 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl 2-(4-hydroxyphenyl)cyclopropane-1-carboxylate | HCID 59364069 | 96% |
Reaction Steps
Methyl 2-[4-(acetyloxy)phenyl]cyclopropanecarboxylate (2.26 g, 9.65 mmol) was dissolved in a mixed solvent of methanol (80 mL) and water (20 mL), and ammonium acetate (5.95 g, 77.2 mmol) was added. The mixture was stirred at room temperature for 10 hr and further stirred at 60° C. for 8 hr. The reaction mixture was concentrated under reduced pressure, and the residue was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=5:95-40:60) to give the title compound (1.78 g, yield 96%) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08153694B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-673af29b4c074b67b40a7c6db9c941bc |
| Source note | uspto-grants-2012_04 |