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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 399348Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/399348

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktDimethyl itaconateHCID 69240—
EduktHCID 178418361HCID 178418361—
Katalysator1,1'-Bis[2,4,8,10-tetrakis(tert-butyl)-dibenzo[d,f][1,3,2]dioxaphosphepin-6-yl]ferroceneHCID 131720875—
LösungsmittelMeOH tetrahydrofuranHCID 21899815—
ProduktButanedioic acid, 2-methyl-, 1,4-dimethyl esterHCID 1535099,1%

Reaktionsschritte

A mixture of 33 mg (0.031 mmol) of the ferrocenyl bis(phosphonite) prepared in Example 1 and 12 mg (0.031 mmol) of bis(bicyclo[2.2.1]hepta-2,5-diene)rhodium(I) perchlorate in 2 mL of methanol/tetrahydrofuran (1:1) solution is stirred for two hours. Then, to the resultant solution of rhodium complex is added a solution of 490 mg (3.1 mmol) of dimethyl itaconate and 13 mL of methanol in a pressure reactor. The reactor is then pressurized to 1018 psi with hydrogen and the reaction is stirred at ambient temperature for 88 hours. 1H nmr analysis of the reaction mixtures shows a 100% conversion of dimethyl itaconate starting material to product. Workup of the reaction mixture gives 492 mg (99% yield) of desired dimethyl 2-methylsuccinate.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05817850
Quelldatensatzuspto-grants-1998_10
ORD IDord-01ee56ea5f4542ab891ac9b67fc5cba5
Quellennotizuspto-grants-1998_10