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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1186398Generated: November 2, 2026

Citric Acid → HCID 22340959, compound

https://huagongshe.com/reaction/1186398

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantChlorotrimethylsilaneHCID 6397—
ReactantMorpholineHCID 8083—
ReactantOxalyl chlorideHCID 65578—
Reactant(+-)-2-Hydroxyisovaleric acidHCID 99823—
SolventMethanolHCID 887—
SolventPyridineHCID 1049—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 22340959HCID 2234095959%

Reaction Steps

According to Reference Example 8-56, 2-hydroxy-3-methylbutyric acid (1.00 g, 8.47 mmol) was dissolved in dichloromethane (15 mL), and the solution was stirred with pyridine (1.37 mL, 16.9 mmol) DMAP (103 mg, 0.847 mmol), trimethylsilyl chloride (2.15 mL, 16.9 mmol), N,N-dimethylformamide (0.100 mL), oxalyl chloride (0.776 mL, 8.89 mmol), a pyridine solution (2.26 mL) of morpholine (0.813 mL, 9.32 mmol) and a methanol solution (10 mL) of citric acid (1.79 g, 9.32 mmol). Thus, 2-hydroxy-3-methyl-1-morpholinobutan-1-one (Compound EO) (933 mg, yield: 59%) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673908B2
Source datasetuspto-grants-2014_03
ORD IDord-d6df0f599aa7462395609235bb86950c
Source noteuspto-grants-2014_03