Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1448841Generated: October 27, 2026

Pentachlorophenol → Alpha-Methylglucoside Triethylphosphite Pentachlorophenol Propylene Oxide

https://huagongshe.com/reaction/1448841

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 numberUS04187357
Source datasetuspto-grants-1980_02
ORD IDord-0cb3c3fa5c6d4c2eb5a68c5fa9c59443
Source noteuspto-grants-1980_02