Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Hexanol | HCID 8103 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-(2H-Benzotriazol-2-yl)-6-chloromethyl-4-methyl-phenol | HCID 54751948 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67294313 | HCID 67294313 | 86.5% |
Reaction Steps
2-(2H-Benzotriazol-2-yl)-6-chloromethyl-4-methyl-phenol (1.0 g, 3.2 mmol) is partly solved in dioxane (19 g) at 80° C. and 1-hexanol (6.6 g, 65 mmol) and sodium hydride (0.2 g, 4.3 mmol, 60% in mineral oil) are added subsequently. The orange reaction mixture is stirred at 80° C. for 2 hours and evaporated to dryness. The residue is dissolved in ethyl acetate and extracted with aqueous citric acid (5%) and brine. The organic layer is dried over sodium sulphate, filtered and evaporated to dryness. The crude product is purified by column chromatography (ethyl acetate/heptane 1:30) to yield 940 mg of 2-(2H-Benzotriazol-2-yl)-6-hexyloxymethyl-4-methyl-phenol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08883829B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-60f5a6f65b844e31a5adae239c4cafcb |
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| Source note | uspto-grants-2014_11 |
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