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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1904390Generated: November 3, 2026

Diethyl Malonate → Diethyl tetrahydropyran-4,4-dicarboxylate

https://huagongshe.com/reaction/1904390

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl MalonateHCID 7761—
ReactantBis(2-chloroethyl) etherHCID 8115—
ReactantOxane-4-carboxylic acidHCID 219302—
ReactantSodiumHCID 5360545—
ProductDiethyl tetrahydropyran-4,4-dicarboxylateHCID 239606—

Reaction Steps

According to the statements in J. Chem. Soc., 2525-30 (1930) esters of tetrahydropyran-4-carboxylic acid can be prepared by treating 2,2'-dichlorodiethyl ether with the sodium salt of diethyl malonate to form diethyl tetrahydropyran-4,4-dicarboxylate, hydrolyzing to obtain tetrahydropyran-4,4-dicarboxylic acid, decarboxylating to tetrahydropyran-4-carboxylic acid, and finally esterifying.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04837346
Source datasetuspto-grants-1989_06
ORD IDord-a8c27a264e3d405fba7b285bb8635425
Source noteuspto-grants-1989_06