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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1755874Generated: October 31, 2026

Diethyl Ether → HCID 19917987, compound

https://huagongshe.com/reaction/1755874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantN-HydroxyphthalimideHCID 10665—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-(Chloromethyl)-N-hydroxybenzamideHCID 15853122—
CatalystPotassium IodideHCID 4875—
SolventDimethylformamideHCID 6228—
ProductHCID 19917987HCID 19917987—

Reaction Steps

α-Chloro-N-hydroxy-p-toluamide, 6.52 g (40 mmol) of N-hydroxyphthalimide (7.4 g) (40 mmol) and 0.28 g of potassium iodide are dissolved in 50 ml of absolute dimethylformamide and treated with 5.16 g (40 mmol) of N-ethyldiisopropylamine while stirring. After stirring at room temperature for 16 hours 50 ml of diethyl ether are added. The precipitated product is filtered off under suction and washed with diethyl ether. There are obtained 7.5 g of N-hydroxy-α-(phthalimidooxy)-p-toluamide as a white powder of m.p. 202° C. (dec.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05438052
Source datasetuspto-grants-1995_08
ORD IDord-7ade8a000bfb4554a2d33003fd9eb012
Source noteuspto-grants-1995_08