Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dibromobutane | HCID 8056 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Ethyl 3-(trimethylsilyl)propionate | HCID 262852 | — |
| Reactant | Magnesium | HCID 5462224 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23496723 | HCID 23496723 | 94% |
Reaction Steps
A flask was charged with 9.82 g of magnesium and 150 ml of THF, to which a solution of 43.5 g of 1,4-dibromobutane diluted with 50 ml of THF was added dropwise at 50° C. The solution was stirred for one hour at 65° C., after which 23.5 g of ethyl 3-trimethylsilylpropionate was added dropwise below 50° C. The solution was stirred for one hour at room temperature, after which an aqueous solution of ammonium chloride was added for hydrolysis. This was followed by ordinary post-treatments. Upon vacuum distillation, there was obtained 23.6 g (yield 94%) of 1-(2-trimethylsilylethyl)cyclopentanol.
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-de3ff53228ae4b359b8c44c999abce55 |
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| Source note | uspto-grants-2004_08 |
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