Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dibromodifluoromethane | HCID 6382 | — |
| Reactant | Phenol, 4-(1,1-dimethyl-2-((3-phenoxyphenyl)methoxy)ethyl)- | HCID 157700 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | 1,3-Dimethyl-2-imidazolidinone | HCID 6661 | — |
| Product | Halfenprox | HCID 10140464 | 99.4% |
Reaction Steps
A solution of 21.6 g of 3-phenoxybenzyl 2-(4-hydroxyphenyl)-2-methylpropyl ether and 13.9 g of potassium t-butoxide in 120 ml of DMI was added dropwise to a mixture of 80 g of dibromodifluoromethane and 50 ml of DMI with stirring for 30 minutes at 50° to 60° C., and the mixture was maintained at this temperature for 3 hours. The reaction mixture was poured into water and extracted with toluene. The toluene solution was washed with dilute hydrochloric acid and water in this order, and dried. Toluene was evaporated under reduced pressure to give 29.4 g of an oily residue. The oily residue was purified by column chromatography [silica gel: 600 g; eluent: toluene/hexane (1:1)] to give 12.4 g of the desired 3-phenoxybenzyl 2-(4-difluorobromomethoxyphenyl)-2-methylpropyl ether.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04782094 |
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| Source dataset | uspto-grants-1988_11 |
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| ORD ID | ord-9686631ec3cf47af941182a6adc113d3 |
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| Source note | uspto-grants-1988_11 |
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