HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 904652Generated: October 29, 2026
Imidazole → 3,3-Bisfluoromethyl-1-(4-chlorophenoxy)-1-(imidazol-1-yl)-butan-2-one
https://huagongshe.com/reaction/904652
Participants
| Role | Name | HCID | Charge |
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| Reactant | Imidazole | HCID 795 | — |
| Reactant | 3,3-Bis-fluoromethyl-1-bromo-1-(4-chlorophenoxy)-butan-2-one | HCID 13019436 | — |
| Reactant | Naphthalene-1,5-disulfonic acid tetrahydrate | HCID 53249422 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3,3-Bisfluoromethyl-1-(4-chlorophenoxy)-1-(imidazol-1-yl)-butan-2-one | HCID 13019437 | 24% |
Reaction Steps
61.5 g (0.18 mol) of 3,3-bis-fluoromethyl-1-bromo-1-(4-chlorophenoxy)-butan-2-one were stirred with 27.2 g (0.4 mol) of imidazole in 500 ml of acetonitrile at 45° C. for 4 hours. The solvent was distilled off under a waterpump vacuum, the oil which remained was taken up in 500 ml of methylene chloride, the organic phase was washed twice with 1,000 ml of water and dried over sodium sulphate and the solvent was distilled off. The oil was taken up in acetone, 36 g (0.1 mol) of 1,5-naphthalenedisulphonic acid tetrahydrate were added and the precipitate formed was filtered off. The precipitate (the 1,5-naphthalenedisulphonate of the compound of Example 3) was treated with sodium bicarbonate solution. 14 g (24% of theory) of 3,3-bis-fluoromethyl-1-(4-chlorophenoxy)-1-(imidazol-1-yl)-butan-2-one were obtained as a viscous oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04419361 |
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| Source dataset | uspto-grants-1983_12 |
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| ORD ID | ord-a72aaebd3481469bbbb89412c50d45e5 |
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| Source note | uspto-grants-1983_12 |
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