Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Dimethyl formylsuccinate | HCID 93917 | — |
| Catalyst | Acetic Acid | HCID 176 | — |
| Catalyst | Dimethylamine | HCID 674 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Dimethyl itaconate | HCID 69240 | 96.5% |
Reaction Steps
60 g of paraformaldehyde are added to a solution of 6.0 g of acetic acid and 6.75 g of dimethylamine in 800 g of methanol, after which 348 g of dimethyl 2-formylsuccinate are added dropwise in the course of 20 minutes. The mixture is stirred for 7 hours at 50° C. and allowed to cool, and methanol and methyl formate are distilled off. The residue is taken up in ethyl acetate and the solution is washed with 100 g of 10% strength sulfuric acid and distilled. 305 g of isomer-free dimethyl itaconate of boiling point 42°-43° C. under 0.3-0.4 mbar are obtained, corresponding to a yield of 96.4% of theory.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04997955 |
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| Source dataset | uspto-grants-1991_03 |
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| ORD ID | ord-1a062d7b7f2c47c1bdd10e685c9e82cf |
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| Source note | uspto-grants-1991_03 |
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