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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 53362Generated: October 23, 2026

Methanol → Butanedioic acid, 2-methyl-, 1,4-dimethyl ester

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Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantMethyl 3-cyano-2-methylpropionateHCID 3016095—
SolventDiethyl EtherHCID 3283—
ProductButanedioic acid, 2-methyl-, 1,4-dimethyl esterHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05618953
Source datasetuspto-grants-1997_04
ORD IDord-03a7689d03c14c53aebdf96c720c73e8
Source noteuspto-grants-1997_04