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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 602430Generated: October 31, 2026

Diketene → 5-(1-Hydroxy-3-oxobutylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

https://huagongshe.com/reaction/602430

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiketeneHCID 12661—
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
SolventDichloromethaneHCID 6344—
Product5-(1-Hydroxy-3-oxobutylidene)-2,2-dimethyl-1,3-dioxane-4,6-dioneHCID 5471210480%

Reaction Steps

The above procedure is a modification of the procedure described in the literature at Kang, J; Kim, Y; Park, M; Lee, C.; Kim, W. Synthetic Communications (1984), 14(3), 265-9. In essence Meldrum's acid was reacted with diketene in dichloromethane in the presence of TEA at 20-25° C. for 2 hours to give 80% of 5-(1-hydroxy-3-oxobutylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione (8).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906536B2
Source datasetuspto-grants-2011_03
ORD IDord-84e19d9a7b55481aa85b7ddb3a560719
Source noteuspto-grants-2011_03