Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Methylsuccinic anhydride | HCID 20051 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Solvent | Nitrobenzene | HCID 7416 | — |
| Product | HCID 10987424 | HCID 10987424 | 64.8% |
Reaction Steps
Aluminium trichloride (50.7 g, 0.38 mol) is added, portionwise, over 15 min, to a solution of methylsuccinic anhydride (20 g, 0.175 mol), toluene (32.3 g, 0.35 mol) and nitrobenzene (100 ml). The reaction mixture is stirred for 3 hours and then warmed to 80° C. for half an hour. On cooling, it is quenched with water (75 ml) and then conc HCl (30 ml). The solid ppt. is filtered, dissolved in Na2CO3 solution, washed with CH2Cl2, re-acidified and the product filtered to yield 23.4 g of 3-(4-methylbenzoyl)-2-methyl-propionic acid as a white solid, m.p. 168°-170°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05277709 |
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| Source dataset | uspto-grants-1994_01 |
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| ORD ID | ord-f30ff361b3f046b99d80c60ef69044e0 |
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| Source note | uspto-grants-1994_01 |
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