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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056466Generated: November 2, 2026

Diethylene Glycol → HCID 59411746, compound

https://huagongshe.com/reaction/1056466

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethylene GlycolHCID 8117—
ReactantMethyl morpholine oxideHCID 82029—
Reactant4-BromobutanolHCID 118388—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
CatalystHCID 178419074HCID 178419074—
SolventDichloromethaneHCID 6344—
ProductHCID 59411746HCID 5941174658.8%

Reaction Steps

The above procedure was carried out using the following quantities: 1-bromobutan-4-ol (1.70 g, 11.1 mmol), NMO (1.47 g, 12.1 mmol), molecular sieves (3.30 g), dichloromethane (45 mL), TPAP (0.39 g, 1.11 mmol); diethylene glycol (3.99 mL, 44.4 mmol), p-toluenesulfonic acid monohydrate (0.64 g, 3.35 mmol), molecular sieves (4.40 g) and dichloromethane (50 mL). Purification by chromatography on neutral alumina (gradient; dichloromethane to 2% methanol in dichloromethane) afforded the titled compound as a pale yellow oil (0.68 g, 40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09399016B2
Source datasetuspto-grants-2016_07
ORD IDord-d77632a530e044a1a05aad6be368b333
Source noteuspto-grants-2016_07