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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1681053Generated: November 2, 2026

O-Xylene → HCID 19808162, compound

https://huagongshe.com/reaction/1681053

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-XyleneHCID 7237—
ReactantEpichlorohydrinHCID 7835—
ReactantSodium HydroxideHCID 14798—
Reactant3-Hydroxy-2,2-dimethylpropionic acidHCID 78548—
SolventWaterHCID 962—
ProductHCID 19808162HCID 19808162—

Reaction Conditions

Temperature50 °C

Reaction Steps

96 parts by wt. 50% sodium hydroxide solution (in water) were added dropwise in 1 hour to 118 parts by wt. (1 1 mole) hydroxypivalic acid and 200 ml xylene, the temperature of the reaction mixture being kept at 110° C. The whole was kept at 110° C. for half an hour. After cooling to 50° C., 276 parts by wt. (3 mole) epichlorohydrin and 50 g Dowex were added to the reaction mixture. The temperature of the reaction mixture rose to 105° C. At this temperature the mixture was afterreacted for 1 hour. After cooling to 50° C. the water was removed azeotropically at reduced pressure (200 mbar). The salt formed and the Dowex were filtered off. The residue was washed twice with 20 ml ECH. The entire organic phase (ECH+xylene) was removed by means of rotary film evaporation. Thus 160 parts by wt. hydroxypivalic glycidyl ester were obtained in the form of a light yellow liquid with an epoxide content of 5.6 meq/g and a hydroxy content of 310 mg KOH/g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05168110
Source datasetuspto-grants-1992_12
ORD IDord-a552869613ae4140a269536fbec37c5d
Source noteuspto-grants-1992_12