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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1584548Generated: October 31, 2026

1,4-Dihydroxy-2,2,6,6-tetramethylpiperidine → HCID 57120762, compound

https://huagongshe.com/reaction/1584548

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-Dihydroxy-2,2,6,6-tetramethylpiperidineHCID 5395—
ReactantAllyl bromideHCID 7841—
ReactantSodium HydroxideHCID 14798—
CatalystTetrabutylammonium BromideHCID 74236—
SolventTolueneHCID 1140—
ProductHCID 57120762HCID 57120762—

Reaction Conditions

Temperature70 °C

Reaction Steps

A vigorously stirred two phase solution of 30.0 g (0.17 mol) 1-oxyl-2,2,6,6-tetramethyl-4-hydroxypiperidine, 29.0 g (0.24 mol) of allyl bromide, 2.6 g (8 mmol) of tetrabutylammonium bromide, 100 mL of 50% aqueous sodium hydroxide and 30 mL of toluene is heated at 70° C. for 90 minutes. The mixture is partitioned between 100 mL of toluene, 100 mL of heptane and 200 mL of water. The organic phase is dried over anhydrous magnesium sulfate and concentrated to yield the title compound as a red oil after column chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05932735
Source datasetuspto-grants-1999_08
ORD IDord-aec18d3fa5d544b3a19851d6ee4ef8c7
Source noteuspto-grants-1999_08