Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | HCID 13923414 | HCID 13923414 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Methanol | HCID 887 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | HCID 20138676 | HCID 20138676 | 99.9% |
Reaction Steps
550 mg of methyl 3-methoxy-4,5-methylenedioxybenzoylacetate (10) and 55 mg of 5% Pd/C were suspended in 10 ml of methanol containing 2 drops (about 50 mg) of concentrated sulfuric acid. The mixture was subjected to hydrogenation at normal temperature and pressure. It was confirmed by thin layer chromatography that the hydrogenation was completed when twice as much moles of hydrogen as the starting material had been absorbed. After the catalyst was filtered out and washed, the filtrate was concentrated. The resultant residue was dissolved in 15 ml of ethyl ether, then dried over anhydrous magnesium sulfate, again filtered, washed with Et2O and concentrated to obtain 519 mg of pure methyl 3-(3-methoxy-4,5-methylenedioxyphenyl)propionate (12) with a quantitative yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04746747 |
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| Source dataset | uspto-grants-1988_05 |
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| ORD ID | ord-38820e85710b48eea1798d55b26432d2 |
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| Source note | uspto-grants-1988_05 |
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