Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Propionyl chloride | HCID 62324 | — |
| Reactant | 1-Chloro-4-methoxy-2-methylbenzene | HCID 458156 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 19028014 | HCID 19028014 | 54.1% |
Reaction Steps
A suspension of 2.55 g of AlCl3 in 30 ml of DCM is cooled to 0° C. under a nitrogen atmosphere, and a solution of 1.77 g of propionyl chloride in 15 ml of DCM is added dropwise. A solution of 3 g of 2-chloro-5-methoxytoluene in 15 ml of DCM is then added dropwise, and the reaction mixture is left stirring for 2 hours. It is poured into a mixture of concentrated HCl and ice, the organic phase is extracted with DCM and dried over magnesium sulphate and the solvent is evaporated off under vacuum. The residue is chromatographed on silica, eluting with a DCM/heptane (70:30; v/v) mixture. 2.2 g of the expected product, m.p.=79° C., are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05656648 |
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| Source dataset | uspto-grants-1997_08 |
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| ORD ID | ord-a9b53fc69a0145a78c11fdb9827c14e7 |
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| Source note | uspto-grants-1997_08 |
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