HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 53362Generated: October 23, 2026
Methanol → Butanedioic acid, 2-methyl-, 1,4-dimethyl ester
https://huagongshe.com/en/reaction/53362
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl 3-cyano-2-methylpropionate | HCID 3016095 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | Butanedioic acid, 2-methyl-, 1,4-dimethyl ester | HCID 15350 | — |
Reaction Steps
The procedure in Example 1 was repeated to proceed with reaction except that in the second step of esterification, methanol in an amount by weight of 2.6 times that of the methyl 3-cyanoisobutyrate was intermittantly added dropwise to the content in the flask at 100° C. at atmospheric pressure under the reflux of methanol over a period of 5 hours; then at least 90% of water which was formed by the by-production of ether was removed outside the reaction system together with methanol; and additional methanol in an amount of 2.6 times that of the methyl 3-cyanoisobutyrate was intermittantly added dropwise to the content in the flask at 100° C. at atmospheric pressure under the reflux of methoanol over a period of 5 hours. As a result, dimethyl methylsuccinate was obtained at a yield of 97.6 mol % based on the fed methyl 3-cyanoisobutyrate, and by-production of dimethyl ether was at most 1 mol % based on the dimethyl methylsuccinate thus formed.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05618953 |
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| Source dataset | uspto-grants-1997_04 |
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| ORD ID | ord-03a7689d03c14c53aebdf96c720c73e8 |
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| Source note | uspto-grants-1997_04 |
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