Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Silane, (chloromethyl)trimethyl- | HCID 75361 | — |
| Reactant | Fenthiaprop | HCID 156003 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 13648316 | HCID 13648316 | — |
Reaction Steps
2.9 g of potassium carbonate are added to a solution of 6.2 g (0.179 mole) of the R-enantiomer of 2-{4-[(6-chloro-2-benzothiazolyl)-oxy]-phenoxy}-propionic acid in 20 ml of dimethylformamide. After the mixture has been stirred at 50° C. for 15 minutes, 2.7 g (0.021 mole) of chloromethyltrimethylsilane are added dropwise at this temperature. The mixture is then subsequently stirred at 80° C. for 2 hours. It is then worked up by stripping off the solvent under reduced pressure, adding water to the residue and extracting the resulting oily product with 100 ml of toluene. The organic phase is washed successively with aqueous sodium carbonate solution and with water, dried and concentrated under reduced pressure. 7 g (89% of theory) of the R-enantiomer of trimethylsilyl-methyl 2-{4-[(6-chloro-2-benzothiazolyl)-oxy]-phenoxy}-propionate are obtained in this manner in the form of a viscous oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04596594 |
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| Source dataset | uspto-grants-1986_06 |
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| ORD ID | ord-844ac2e852584342a88e9209b38018ee |
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| Source note | uspto-grants-1986_06 |
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