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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 914870Generated: October 31, 2026

Water → HCID 22248392, compound

https://huagongshe.com/reaction/914870

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium sodium tartarateHCID 9855836—
ReactantDiisobutylaluminumhydrideHCID 21225700—
ReactantHCID 22248166HCID 22248166—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 22248392HCID 22248392108.4%

Reaction Conditions

Temperature-78 °C

Reaction Steps

After dissolving 976 mg of ethyl 4-tert-butoxypyrimidine-5-carboxylate in 15 ml of toluene, the solution was cooled to −78° C. 3.2 ml of diisobutylaluminium hydride (1.5 M, toluene solution) was added dropwise while stirring, and then after 30 minutes, an aqueous solution of potassium sodium (+)-tartrate was added and the mixture was stirred at room temperature. Water was added to the reaction solution and extraction was performed with ethyl acetate. The organic layer was washed with water and saturated brine in that order and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure to obtain 0.85 g of crude 4-tert-butoxypyrimidine-5-carboxaldehyde.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07265108B2
Source datasetuspto-grants-2007_09
ORD IDord-5571415ea730484a8dabe1bdc39b17a8
Source noteuspto-grants-2007_09