Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-(Bromomethyl)-3-phenoxybenzene | HCID 94544 | — |
| Reactant | Azane;hydrate | HCID 12896473 | — |
| Reactant | 1649468-09-6 | HCID 22159355 | — |
| Catalyst | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 22159365 | HCID 22159365 | — |
Reaction Steps
1.9 g (10.2 mmol) of 2-(6-chloro-pyrid-3-yl)-2-methylpropanol are dissolved in 15 ml of toluene, 2.7 g (10.3 mmol) of 3-phenoxy-benzyl bromide are added and a solution of 0.6 g (1.8 mmol) of tetra-n-butylammonium hydrogen sulfate in 5 g of 50% strength sodium hydroxide solution is added. The mixture is stirred at 70°-80° C. for 2 hours, mixed with a mixture of 2 ml of methanol and 2 ml of concentrated ammonia water and finally all distributed between water and toluene. The organic phase is washed with ammonium chloride solution, the solvent is removed and the crude product is purified through a silica gel column. 2.4 g (62.9% of theory) of a weakly yellowish oil are thus obtained. The oil is distilled in the bulb tube at 0.03 mbar and 230°-240° C. apparatus temperature.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04966902 |
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| Source dataset | uspto-grants-1990_10 |
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| ORD ID | ord-249405c6a89148e2807de39e8cc55f78 |
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| Source note | uspto-grants-1990_10 |
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