Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Edukt | Bromoacetyl bromide | HCID 61147 | — |
| Edukt | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Edukt | 1-Ethylcyclopentanol | HCID 137018 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | (1-Ethyl)cyclopentyl bromoacetate | HCID 22670944 | 88,2% |
Reaktionsschritte
Subsequently, a mixed solution containing 14.00 g of 1-ethylcyclopentanol, 220 mL of N-methylpyrrolidone (NMP) and 28.00 g of 1,8-diazabicylco[5,4,0]undec-7-ene (DBU) was cooled in an ice bath, and 61.87 g of bromoacetyl bromide was added dropwise. The mixture was stirred at room temperature for 5 hours, and the reaction solution was cooled in an ice bath. The reaction was then stopped by adding dropwise distilled water, and the reaction solution was diluted with 800 mL of ethyl acetate and washed with 500 mL of distilled water four times. The organic layer was concentrated and purified by column chromatography to obtain 25.43 g of (1-ethyl)cyclopentyl bromoacetate. Also, tert-butyl bromoacetate was obtained in the same manner as above except for changing 1-ethylcyclopentanol to tert-butanol.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08735048B2 |
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| Quelldatensatz | uspto-grants-2014_05 |
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| ORD ID | ord-3d372b04117a496b8e1bbc3d411243f8 |
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| Quellennotiz | uspto-grants-2014_05 |
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