HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1789064Generated: October 29, 2026
1-Chloro-4-(chloromethyl)benzene → 4-(4-Chlorophenyl)-3,3-dimethylbutan-2-one
https://huagongshe.com/reaction/1789064
Participants
| Role | Name | HCID | Charge |
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| 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
254.4 g (4 mols) of powdered technical grade potassium hydroxide (88% strength) are suspended in 1 liter of toluene, 40 g of tetrabutylammonium bromide are added, and a mixture of 644 g (4 mols) of 4-chlorobenzyl chloride and 430 g (5 mols) of methyl isopropyl ketone is then slowly added dropwise at 85° C. To complete the reaction, the mixture is stirred for a further 3 hours at 85° C. after the dropwise addition is complete. After the mixture has been cooled, the potassium chloride is filtered off and the filtrate is washed neutral. 732.5 g (87% of theory) of 1-(4-chlorophenyl)-2,2-dimethylbutan-3-one of boiling point 87°-90° C./0.05 mbar are obtained by fractional distillation.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04686291 |
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| Source dataset | uspto-grants-1987_08 |
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| ORD ID | ord-b146a08d4e884b7fbc08bcc79a0d1f24 |
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| Source note | uspto-grants-1987_08 |
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