Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Chloromethyl phenyl sulphide | HCID 81623 | — |
| Reactant | 4-Methoxy-3-methylbenzoic Acid | HCID 2759583 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18961588 | HCID 18961588 | — |
Reaction Steps
Cesium carbonate (13.00 g, 40.0 mmol) is added to a solution of 4-methoxy-3-methyl benzoic acid (6.65 g, 40.0 mmol) in dry DMF (50 ml) at ambient temperature. The mixture is stirred at 65° C. for 20 minutes and cooled to 0° C., before chloromethyl phenylsulfide (5.76 g, 36 mmol) in dry DMF (10 ml) is added dropwise. Stirring is continued at 0° C. for 30 minutes, then at ambient temperature for 2 hours and finally at 70° C. for 1 hour, before water is added and the product extracted into diethyl ether. The ether solution is washed with 1M sodium hydroxide and 4 times with brine, dried (MgSO4) and evaporated. The crude product is used in Intermediate 8 without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05354549 |
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| Source dataset | uspto-grants-1994_10 |
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| ORD ID | ord-d3ffbb1ebbb14b9c86b8bc2dac7c5b27 |
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| Source note | uspto-grants-1994_10 |
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