Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Anisole | HCID 7519 | — |
| Reactant | 4-Chlorobutyryl chloride | HCID 78370 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Solvent | Chlorobenzene | HCID 7964 | — |
| Product | HCID 22611734 | HCID 22611734 | — |
Reaction Steps
32.4 g of anisole are dissolved in 30 ml of chlorobenzene. 53.6 g of AlCl3 are introduced in portions, at not more than 35° C., with ice-cooling. 42.3 g of γ-chlorobutyric acid chloride are added dropwise at a temperature of 15°-35° C. and the mixture is then slowly warmed to 100° C. After stirring for three hours at 100° C., the mixture is cooled to room temperature and discharged into water and the mixture is then extracted with ether. Evaporation of the ether phase, after this has been washed until neutral and dried, yields a reddish solid. This is recrystallised from hexane/ethanol using active charcoal. 45 g of γ-chloro-4-hydroxybutyrophenone of the formula: ##STR42## are then obtained in the form of colourless crystals with a melting point of 108°-111° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04364949 |
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| Source dataset | uspto-grants-1982_12 |
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| ORD ID | ord-7d4a1fa8ba6e4440acc25316cc07b69e |
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| Source note | uspto-grants-1982_12 |
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