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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1529571Generated: November 3, 2026

Water → HCID 66609159, compound

https://huagongshe.com/reaction/1529571

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 66609320HCID 66609320—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66609159HCID 6660915984.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

Phosphorus oxychloride (9.3 mL, 99.9 mmol) was added to a stirred solution of 3-oxo-4-(2-phenoxy-acetylamino)-piperidine-1-carboxylic acid ethyl ester (30.3 g, 90.8 mmol) in 1,4-dioxane (454 mL). The mixture was stirred at 100° C. for 2 hours. The mixture was cooled at 0° C., treated with water and extracted with AcOEt. The organic layer was separated, dried (Na2SO4), filtered and the solvents evaporated in vacuo. The product was purified by flash column chromatography (AcOEt in DCM 0/100 to 30/70). The desired fractions were collected and evaporated in vacuo to yield 2-phenoxymethyl-6,7-dihydro-4H-oxazolo[5,4-c]pyridine-5-carboxylic acid ethyl ester (23.2 g, 84% yield) as a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090632B2
Source datasetuspto-grants-2015_07
ORD IDord-9c4fcfd3541d44b481a977483dd434d0
Source noteuspto-grants-2015_07