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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 509453Generated: November 3, 2026

Water → HCID 89543798, compound

https://huagongshe.com/reaction/509453

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChloroacetoneHCID 6571—
ReactantCesium carbonateHCID 10796—
ReactantHCID 89543743HCID 89543743—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 89543798HCID 8954379833.1%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a mixture of N-(2-methoxy-4-(7-oxo-4,5,6,7-tetrahydrobenzo[d]isoxazol-3-yl)phenyl)formamide (2.66 g, 9.28 mmol), Cs2CO3 (5.37 g, 27.9 mmol), and KI (308 mg, 1.86 mmol) in dry DMF (40 ml) was added chloroacetone (7.72 g, 18.57 mmol) dropwise. The reaction was stirred at 55° C. over night. Reaction mixture was worked up with water and DCM, organic phase was washed with water and brine, dried over sodium sulfate and concentrated. The product was purified by chromatography on silica gel using a mixture of ethyl acetate and hexanes as the eluent to furnish 1.05 g of the title compound, MS(M+H)+=343.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096582B2
Source datasetuspto-grants-2015_08
ORD IDord-aa41e9541d1b48539f28a508596d661d
Source noteuspto-grants-2015_08