Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-Cyclohexyloxy-2,2,6,6-tetramethyl-piperidin-4-ol | HCID 11322811 | — |
| Reactant | HCID 19832520 | HCID 19832520 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 19832524 | HCID 19832524 | 85% |
Reaction Steps
A mixture of 22.6 g (88.6 mmol) of 1-cyclohexyloxy-4-hydroxy-2,2,6,6-tetramethylpiperidine, 2.13 g (88.6 mmol) of sodium hydride, and 150 ml of 1,4-dioxane is heated at reflux for 2.5 hours. The reaction mixture is cooled to 60° C. and treated with a solution of 7.8 g (17.7 mmol) of N,N'-dimethyl-N,N'-bis(2,4-dichloro-1,3,5-triazin-6-yl)-1,6-hexanediamine in 50 ml of dioxane. The reaction mixture is quenched with ice. The supernatant liquid is decanted, and the residue is dissolved in ethyl acetate (250 ml). The solution is dried over anhydrous magnesium sulfate and concentrated to a glass. Purification by passage through a short column of silica gel with 4:1 hexane:ethyl acetate as the eluent affords 19.8 g (85% yield) of the title compound, a white glass.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05019613 |
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| Source dataset | uspto-grants-1991_05 |
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| ORD ID | ord-981d303beea04be3ad54e9f5a918b95d |
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| Source note | uspto-grants-1991_05 |
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