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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056468Generated: November 1, 2026

Diethylene Glycol → HCID 59411758, compound

https://huagongshe.com/reaction/1056468

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethylene GlycolHCID 8117—
ReactantMethyl morpholine oxideHCID 82029—
Reactant1-Octanol, 8-bromo-HCID 162607—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
CatalystHCID 178419074HCID 178419074—
SolventDichloromethaneHCID 6344—
ProductHCID 59411758HCID 59411758128.4%

Reaction Steps

The above procedure was carried out using the following quantities: 1-bromooctan-8-ol (2 g, 9.57 mmol), NMO (1.12 g, 9.57 mmol), molecular sieves (3.0 g), dichloromethane (40 mL), TPAP (0.34 g, 0.96 mmol); diethylene glycol (5.18 mL, 57.6 mmol), p-toluenesulfonic acid monohydrate (0.55 g, 2.91 mmol), molecular sieves (4.0 g) and dichloromethane (40 mL). Purification by flash chromatography on silica (gradient; dichloromethane to 3% methanol in dichlorometane) afforded the titled compound as colourless oil (1.50 g, 39%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09399016B2
Source datasetuspto-grants-2016_07
ORD IDord-a0a65c77350e419d83d1bd6de289e754
Source noteuspto-grants-2016_07