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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200914Generated: October 30, 2026

Acetone → Sucrose

https://huagongshe.com/reaction/2200914

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantSucroseHCID 5988—
ProductSucroseHCID 5988—
ProductTert-butyl acetoacetateHCID 15538—

Reaction Steps

Sucrose and glycerin acetoacetates were prepared using 2,2,6-trimethyl-4H-1,3-dioxan-4-one (structure below) as a starting material. A 2 L flask equipped with a Dean-Stark trap, reflux condenser and thermometer, was charged with 100.3 g of sucrose and 335 g of 2,2,6-trimethyl-4H-1,3-dioxan-4-one (TDO). The reaction mixture was brought to 96° C. at which point the evolution of acetone commenced. Acetone was collected over the next 1.5 hours until distillation stopped. The quantity of acetone collected showed that ˜98 mol % of the available hydroxyl groups had reacted. The product was then tested as per the material obtained from the t-butyl acetoacetate synthesis. It per formed the same according to the previous Examples. This synthetic route provides for synthesis of the product at lower temperature and at higher conversion levels.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359471B2
Source datasetuspto-grants-2016_06
ORD IDord-5fb93b34570c48d9ae6a904a7655c54e
Source noteuspto-grants-2016_06