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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1447710Generated: October 30, 2026

Pentachlorophenol → Alpha-Methylglucoside Triethylphosphite Pentachlorophenol Propylene Oxide

https://huagongshe.com/reaction/1447710

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPentachlorophenolHCID 992—
ReactantPropylene OxideHCID 6378—
ReactantTriethyl phosphiteHCID 31215—
Reactantmethyl alpha-D-glucopyranosideHCID 64947—
ReactantAluminumHCID 5359268—
CatalystIronHCID 23925—
SolventTriethylamineHCID 8471—
ProductAlpha-Methylglucoside Triethylphosphite Pentachlorophenol Propylene OxideHCID 131710245—

Reaction Conditions

Temperature122 °C

Reaction Steps

A 5-liter flask, standardly equipped, was charged with 776 grams of alpha-methylglucoside, 1264 grams of pentachlorophenol containing about 750 ppm of aluminum and iron compounds, 240 grams of triethylphosphite, and heated to 122° C. 1025 ml. of propylene oxide was added at 122°-138° C. over a 6-hour period. Then 48 grams of triethylamine was added, followed by 265 ml. more of propylene oxide to reduce the acid number to less than 1. The mixture was then stripped for 2 hours at 80°-85° C./2 mm. Hg to remove volatiles. The oxypropylated product weighed 3827 grams and analyzed as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04177335
Source datasetuspto-grants-1979_12
ORD IDord-65e104282bbe435d891a36afb538ee28
Source noteuspto-grants-1979_12