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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 979629Generated: October 30, 2026

Toluene → Ethyl orthoformate

https://huagongshe.com/reaction/979629

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant4-Piperidinol, 1,2,2,6,6-pentamethyl-HCID 75472—
ReactantHCID 21889638HCID 21889638—
Catalyst2-Methylbenzenesulfonic acidHCID 6925—
SolventWaterHCID 962—
ProductEthyl orthoformateHCID 31214—

Reaction Steps

Mono(2-hydroxyethyl)sebacate and 23.6 g (0.1 mole) 1,2,2,6,6-pentamethylpiperidin-4-ol 17.1 g (0.1 mole) were esterified by heating with 0.4 g toluenesulfonic acid catalyst and 100 cc toluene in a reflux apparatus including a Dean-Stark trap to collect the reaction water as it evolved. When no more water obtained 22.2 g (0.15 mole) triethyl orthoformate was added and heating under reflux continued for 9 hours. Stripping under vacuum removed toluene and excess triethyl orthoformate, and left an oily liquid product represented by formula ##STR49##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04668722
Source datasetuspto-grants-1987_05
ORD IDord-61b719d0960f424a97748a758cfbdd72
Source noteuspto-grants-1987_05