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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 976495Generated: October 29, 2026

2-Mercaptoethanol → 3-[(2-Hydroxyethyl)thio]-1,2-propanediol

https://huagongshe.com/reaction/976495

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MercaptoethanolHCID 1567—
ReactantN,N-DimethylbenzylamineHCID 7681—
ReactantGlycidolHCID 11164—
SolventMethyl Isobutyl KetoneHCID 7909—
Product3-[(2-Hydroxyethyl)thio]-1,2-propanediolHCID 10262690%

Reaction Conditions

Temperature50 °C

Reaction Steps

In a reaction vessel equipped with a stirrer, a cooling tube, a nitrogen introducing tube and a thermometer, 78.1 parts of 2-mercaptoethanol was charged, and 2-mercaptoethanol was diluted with 159.6 parts of MIBK. Then, 0.41 part of dimethylbenzylamine was added and, after heating to 50° C., 81.5 parts of glycidol was added dropwise with stirring over 3 hours in a dry nitrogen atmosphere. The reaction vessel was cooled and maintained at 50° C. 2 Hours after dropping, it was confirmed that an absorption of --SH (2540 cm-1) and an absorption of a glycidyl group (910 cm-1) are disappeared by the measurement of infrared spectra. Further, the reaction product had no mercapto-like odor. Thereafter, MIBK was removed under reduced pressure to give 1-(2-hydroxyethylthio)-2,3-propanediol as a viscous liquid. Yield was 90% of the charge weight.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05612395
Source datasetuspto-grants-1997_03
ORD IDord-85c83228136148a383cf6cfee9edcbb3
Source noteuspto-grants-1997_03