Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | 3-(3,4-Dichlorophenyl)-3-oxo-1-propanol | HCID 18427500 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11198381 | HCID 11198381 | 94.4% |
Reaction Steps
In 460 ml of dimethylformamide, 46.0 g (0.21 mole) of the 3-(3,4-dichlorophenyl)-3-oxo-1-propanol obtained in Referential Example 4(a) were dissolved, followed by the addition of 35 ml (0.25 mole) of triethylamine and 38.0 g (0.25 mole) of tert-butyldimethylchlorosilane under ice-cooling. The resulting mixture was stirred at 0° C. for 2 hours. The reaction mixture was poured into water and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to give a residue, which was purified by chromatography on a silica gel column (eluting solvent: n-hexane: ethyl acetate=96:4), whereby 66.1 g of the title compound were obtained as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06362179B1 |
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| Source dataset | uspto-grants-2002_03 |
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| ORD ID | ord-79c8c616357d4ea184c1736b76964adb |
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| Source note | uspto-grants-2002_03 |
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