Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Naphthol | HCID 7005 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 11076628 | HCID 11076628 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 11184174 | HCID 11184174 | 75% |
Reaction Steps
In 110 g of dimethyl sulfoxide were dispersed 21.6 g (0.15 mol) of 1-naphthol, 27.4 g (0.1 mol) of 2-(2-methoxy-ethoxy)ethyl 4-toluenesulfonate, and 20.7 g (0.15 mol) of potassium carbonate. The dispersion was heated and stirred at 80° C. for 3 hours. After cooling, the solution was combined with 200 g of water and 200 g of toluene, from which an organic layer was separated. It was washed 2 times with 50 g of water, 5 times with 2.5 wt % sodium hydroxide aqueous solution and then 4 times with 100 g of water. The organic layer was concentrated, obtaining 21 g of oily matter. On vacuum distillation (120° C./0.06 Torr), 18.6 g of the target compound was recovered (yield 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08535869B2 |
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| Source dataset | uspto-grants-2013_09 |
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| ORD ID | ord-394873459eb840e5ae82bc4f6c767647 |
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| Source note | uspto-grants-2013_09 |
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