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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1712513Generated: October 30, 2026

Oxalyl chloride → tert-Butyl 4-(4-chlorocarbonylphenyl)-3-[4-(3-methoxypropyl)-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]piperidine-1-carboxylate

https://huagongshe.com/reaction/1712513

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactanttert-butyl 4-(4-carboxyphenyl)-3-[4-(3-methoxypropyl)-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]piperidine-1-carboxylateHCID 68499317—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Producttert-Butyl 4-(4-chlorocarbonylphenyl)-3-[4-(3-methoxypropyl)-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]piperidine-1-carboxylateHCID 86610013—

Reaction Steps

0.190 ml of oxalyl chloride are added dropwise to a solution of 0.600 g of tert-butyl 4-(4-carboxyphenyl)-3-[4-(3-methoxypropyl)-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]piperidine-1-carboxylate in 6 ml of dichloromethane. The reaction solution is subsequently stirred at room temperature over 1 hour and then admixed with 2 drops of N,N-dimethylformamide and stirred at room temperature for a further 35 minutes. The reaction mixture is concentrated by evaporation to dryness and used further as the crude product without purification. Reddish oil, Rt=5.50.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07790715B2
Source datasetuspto-grants-2010_09
ORD IDord-2c687e30c61d48e6a07fca777c1be159
Source noteuspto-grants-2010_09