HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2119062Generated: October 31, 2026
1-Chloro-4-(chloromethyl)benzene → 4-(4-Chlorophenyl)-3,3-dimethylbutan-2-one
https://huagongshe.com/reaction/2119062
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Chloro-4-(chloromethyl)benzene | HCID 7723 | — |
| Reactant | 3-Methyl-2-butanone | HCID 11251 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-(4-Chlorophenyl)-3,3-dimethylbutan-2-one | HCID 12870632 | 87% |
Reaction Steps
254 g (4 mols) of potassium hydroxide powder (88% pure) are suspended in 1 liter of toluene. To this are slowly added 40 g of tetrabutylammonium bromide and a mixture of 644 g (4 mols) of 4-chlorobenzyl chloride and 430 g (5 mols) of methyl isopropyl ketone at 85° C. The reaction mixture is stirred a further 3 hours at 85° C. After cooling down, it is filtered and the filtrate is washed to neutrality. 732.5 g (87% of theory) of 1-(4-chlorophenyl)-2,2-dimethyl-3-butanone of boiling point 87°-90° C./0.05 mbar are obtained by fractional distillation under high vacuum.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04681952 |
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| Source dataset | uspto-grants-1987_07 |
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| ORD ID | ord-27488595677b4b88accbbb24c8511c93 |
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| Source note | uspto-grants-1987_07 |
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