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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 734739Generated: October 28, 2026

Methyl acetoacetate → HCID 68829653, compound

https://huagongshe.com/reaction/734739

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
Reactant2,3-DifluorobenzaldehydeHCID 137664—
ReactantAmmonium AcetateHCID 517165—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
ProductHCID 68829653HCID 6882965334%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a mixture of 2,3-difluorobenzaldehyde (2.23 mL, 20 mmol), 2,2-dimethyl-1,3-dioxane-4,6-dione (2.88 g, 20 mmol) and ammonium acetate (1.62 g, 21 mmol) under nitrogen was added methyl 3-oxobutanoate (2.16 mL, 20 mmol) and acetic acid (20 mL). This mixture was then heated to 110° C. for 1 h. The reaction mixture was cooled to room temperature and then poured into water (80 mL). The mixture was decanted to leave a yellow oil, which was then triturated with 5% ether/hexanes to afford the title compound (1.89 g, 34%). MS (ES+) m/e 282 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592357B2
Source datasetuspto-grants-2009_09
ORD IDord-dbba643e120644d3a33dfff4375ee529
Source noteuspto-grants-2009_09