Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 66602625 | HCID 66602625 | — |
| Catalyst | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 66602974 | HCID 66602974 | 68% |
Reaction Steps
To 2 L of toluene solution containing 217 g (containing an amount corresponding to 790 mmol) of 4-bromo-2-(2-chloroethoxy)-1-methoxybenzene obtained in Reference example 7-(a) were added 780 ml of 50% aqueous solution of sodium hydroxide and 268 g (789 mmol) of tetrabutylammonium hydrogensulfate under ice-cooling, and the mixture was stirred at room temperature for 3 hours. After completion of the reaction, the reaction mixture was poured into water, the organic layer after separation was washed successively with water and then with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The obtained concentrate was applied to distillation under reduced pressure (79 to 83° C./100 Pa) to obtain 122 g of the title compound as a colorless oil. (Yield: 68%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08450319B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-4e8d368ed0d5471286a1c0a0d98a6a63 |
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| Source note | uspto-grants-2013_05 |
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