Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2,3-Dichloroanisole | HCID 16126 | — |
| Reactant | Propionyl chloride | HCID 62324 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | HCID 20378237 | HCID 20378237 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 70590013 | HCID 70590013 | — |
Reaction Steps
A stirred mixture of 2,3-dichloroanisole (177.0 g., 1.0 mole) and propionyl chloride (101.8 g., 1.1 mole) in methylene chloride (600 ml.) is cooled to 5° C. and treated with aluminum chloride (146.7 g., 1.1 mole) during a 11/2 hour period. The reaction is allowed to warm to 25° C. and after 16 hours is poured into ice-water (2 l.) and concentrated hydrochloric acid (200 ml.). The organic phase is washed with 10% sodium hydroxide solution and saturated salt solution, and dried over magnesium sulfate. After evaporation of the solvent, the product is crystallized from hexane to give 124.5 g. (53%) of 2',3'-dichloro-4'-methoxypropionphenone which melts at 51°-54° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04182764 |
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| Source dataset | uspto-grants-1980_01 |
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| ORD ID | ord-0c1013d81ea04b0fa65e975eab967566 |
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| Source note | uspto-grants-1980_01 |
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