HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 352350Generated: October 30, 2026
Water → 3,5-Dimethyl-2-(2-propen-1-yl)-phenyl difluoromethyl ether
https://huagongshe.com/reaction/352350
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chlorodifluoromethane | HCID 6372 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-Allyl-3,5-dimethylphenol | HCID 259654 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3,5-Dimethyl-2-(2-propen-1-yl)-phenyl difluoromethyl ether | HCID 22709325 | — |
Reaction Steps
125 g of 45% strength sodium hydroxide solution and 10 g of tetrabutyl-ammonium bromide were metered into 100 g of 3,5-dimethyl-2-(2-propen-1-yl)-phenol (C) in 700 ml of toluene. The mixture was heated to 90° C., and 110 g of chlorodifluoromethane were subsequently passed in. After the mixture had cooled to room temperature, 300 ml of water were added, and the toluene phase was separated off. The aqueous phase was extracted twice using 200 ml of tert-butyl methyl ether, and the combined organic phases were dried over sodium sulphate. The mixture was concentrated, and, after distillation, 58.5 g (45% of theory) of 3,5-dimethyl-2-(2-propen-1-yl)-phenyl difluoromethyl ether of a boiling point of 55-65° C. at 0.15 mbar were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06746990B2 |
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| Source dataset | uspto-grants-2004_06 |
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| ORD ID | ord-5b09efda3b764054b11ea79d73bcfa69 |
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| Source note | uspto-grants-2004_06 |
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