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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1351042Generated: October 26, 2026

Ethylene Oxide → 2-Naphthol Ether

https://huagongshe.com/reaction/1351042

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene OxideHCID 6354—
ReactantPropylene OxideHCID 6378—
Reactant2-NaphtholHCID 8663—
ReactantCrl-8131HCID 24751—
SolventTolueneHCID 1140—
Product2-Naphthol EtherHCID 19742584—

Reaction Conditions

Temperature110 °C

Reaction Steps

To a clean, dry stirred tank pressure vessel with nitrogen inlet is charged 952.71 g (6.61 moles) of 2-Naphthol and 1445 mLs of Toluene. The vessel is purged with nitrogen and a catalytic amount (4.96 g) of BF3/Etherate Solution is charged. The temperature is raised to 110° C. and a mixture of 1919.03 g (33.04 moles) of Propylene Oxide and 873.28 g (19.82 moles) of Ethylene Oxide is added at a constant rate to keep the pressure inside the vessel below 50 psig. After all Propylene Oxide/Ethylene Oxide is added, the reaction mixture is allowed to react for an additional 3 hours after which the temperature is raised to 150° C. and the toluene is distilled off under nitrogen sparge. After the distillation of Toluene, the temperature is cooled to 110° C. and vacuum is applied for 1 hour.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07217424B2
Source datasetuspto-grants-2007_05
ORD IDord-d25ef7225f0d42b3a4b153acd568a894
Source noteuspto-grants-2007_05