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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203680Generated: November 1, 2026

Methanamine, N-methoxy-, hydrochloride (1:1) → HCID 118161615, compound

https://huagongshe.com/reaction/2203680

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
ReactantBis-(1H-imidazol-2-YL)-methanoneHCID 5250894—
ReactantHCID 118161815HCID 118161815—
SolventDichloromethaneHCID 6344—
ProductHCID 118161615HCID 11816161534%

Reaction Steps

To a solution of spiro[bicyclo[3.1.0]hexane-3,3′-oxetane]-6-carboxylic acid (0.70 g, 4.2 mmol) in dichloromethane (21 mL) was added carbonyl diimidazole (1.35 g, 8.33 mmol) at 15° C. After 30 min, N,O-dimethylhydroxylamine hydrochloride (487 mg, 4.99 mmol) was added in one portion. After 16 h, the reaction mixture was diluted with dichloromethane (50 mL), and the resulting mixture was washed with saturated aqueous sodium chloride solution (2×20 mL). The collected organic was concentrated, and the resulting residue was purified by flash column chromatography (30% ethyl acetate in petroleum ether) to afford product as a white solid (0.30 g, 34% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365583B2
Source datasetuspto-grants-2016_06
ORD IDord-8f5195f8b949473ab2dde1159dd5d131
Source noteuspto-grants-2016_06