Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Bromohexane | HCID 8101 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,4,6-tris(2,4-dihydroxyphenyl)-1,3,5-triazine | HCID 135714880 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 136386385 | HCID 136386385 | — |
Reaction Steps
Under nitrogen, a mixture of 60.8 g (0.150 mol) of 2,4,6-tris(2′,4′-dihydroxyphenyl)-1,3,5-triazine and 87.1 g (0.630 mol) of potassium carbonate in 700 ml of 2-ethoxyethane (Fluka, 99.5%) is added dropwise over the course of 15 minutes to 134.8 (0.800 mol) of 1-bromohexane (Fluka, 98%) which is held at 80° C. The mixture is subsequently heated at 120° C. for 20 h. After cooling, the reaction mixture is poured into 8 l of cold water. After 24 hours at 25° C. the precipitate is filtered off, washed with water (300 ml) and dried. The crude product is chromographed [2.5 kg of silica gel 60 (230-400 mesh), Ø=13 cm; h=60 cm; eluted with hexane/ethyl acetate (39:1)]. Removal of the solvent from the main fraction gives 69.2 g of 2,4-bis(2′-hydroxy-4′-n-hexyloxyphenyl)-6-(2′,4′-di(n-hexyloxy)phenyl)-1,3,5-triazine (Compound 27) of m.p. 85-87° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06184375B2 |
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| Source dataset | uspto-grants-2001_02 |
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| ORD ID | ord-1ae4891838cb4533989563dd8ff99457 |
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| Source note | uspto-grants-2001_02 |
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