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HRID 399348作成日:2026年10月25日

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

https://huagongshe.com/reaction/399348

反応式

関与物質

役割名称HCID仕込み量
反応物MethanolHCID 887—
反応物Dimethyl itaconateHCID 69240—
反応物HCID 178418361HCID 178418361—
触媒1,1'-Bis[2,4,8,10-tetrakis(tert-butyl)-dibenzo[d,f][1,3,2]dioxaphosphepin-6-yl]ferroceneHCID 131720875—
溶媒MeOH tetrahydrofuranHCID 21899815—
生成物Butanedioic acid, 2-methyl-, 1,4-dimethyl esterHCID 1535099.1%

反応手順

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.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05817850
出典データセットuspto-grants-1998_10
ORD IDord-01ee56ea5f4542ab891ac9b67fc5cba5
出典メモuspto-grants-1998_10