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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 577836Generated: October 30, 2026

Triethylamine → HCID 10012185, compound

https://huagongshe.com/reaction/577836

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthoxalyl chlorideHCID 20884—
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
SolventDichloromethaneHCID 6344—
ProductHCID 10012185HCID 10012185—

Reaction Steps

To a solution of N,O-dimethylhydroxylamine hydrochloride (10 g, 102.52 mmol) and ethyl chlorooxoacetate (13.77 ml, 123.02 mmol) in dichloromethane (163 ml) at 0° C. was added triethylamine (28.6 ml, 205.04 mmol) drop wise. The reaction was stirred at room temperature for 1.5 hrs. The reaction was quenched with 20 ml of methanol, and then concentrated. The resulting solid was triturated with THF and filtered away. The filtrate was concentrated. The residue was vacuum distilled bulb to bulb. At approximately 85° C. impurities were collected and then discarded. The title compound was collected at approximately 120° C. as a neat oil (11.6 g, 72.0 mmol, 70.2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040528B2
Source datasetuspto-grants-2015_05
ORD IDord-5c213cf0f4414fa99b35b0c05f2d2d1f
Source noteuspto-grants-2015_05