Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Propionyl chloride | HCID 62324 | — |
| Reactant | 1-Chloro-2,4-dimethoxybenzene | HCID 138905 | — |
| Catalyst | Titanium Tetrachloride | HCID 24193 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | HCID 19028024 | HCID 19028024 | 42.8% |
Reaction Steps
A mixture of 2.01 g of 1-chloro-2,4-dimethoxybenzene and 1.08 g of propionyl chloride in 20 ml of CCl4 is cooled to 0° C., and a solution of 1.3 ml of TiCl4 in 7 ml of CCl4 is added dropwise. The reaction mixture is left stirring for 2 hours while the temperature is allowed to rise to r.t. It is poured into a mixture of concentrated HCl and ice, the resulting mixture is extracted with DCM, the organic phase is dried over magnesium sulphate and the solvents are evaporated off under vacuum. The residue is chromatographed on silica H, eluting with a DCM/heptane (80:20; v/v) mixture. 1.14 g of expected product, m.p.=115° 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-994aeb9de98a4fbc9f82263155ff74b6 |
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| Source note | uspto-grants-1997_08 |
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