Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyclopentanone | HCID 8452 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Silane, (chloromethyl)trimethyl- | HCID 75361 | — |
| Reactant | Magnesium | HCID 5462224 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23496719 | HCID 23496719 | 82% |
Reaction Steps
A flask was charged with 14.6 g of magnesium and 120 ml of THF, to which a solution of 67.5 g of chloromethyltrimethylsilane diluted with 70 ml of THF was added dropwise at 50° C. The addition was followed by one hour of stirring at 65° C., after which 42.1 g of cyclopentanone was added dropwise below 20° C. After one hour of stirring at room temperature, an aqueous solution of ammonium chloride was added for hydrolysis. This was followed by ordinary post-treatments. Upon vacuum distillation, there was obtained 70.6 g (yield 82%) of 1-trimethylsilylmethylcyclopentanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06780563B2 |
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| Source dataset | uspto-grants-2004_08 |
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| ORD ID | ord-7214b5edc8eb46729b182f1cd613fcc9 |
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| Source note | uspto-grants-2004_08 |
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