Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Butyl bromide | HCID 8002 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Methyl-3-decen-5-ol | HCID 163336 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 5-Butoxy-4 methyl-3-decene | HCID 54179012 | 77.9% |
Reaction Steps
20 g of 4-methyl-3-decen-5-ol dissolved in 100 ml of toluene are added dropwise at 80° C. over a period of 30 minutes to 6.2 g of a 55-60% sodium hydride dispersion in 100 ml of toluene. The mixture is stirred at 80° C. for 12 hours, then cooled to 50° C. and treated dropwise with a solution of 24.1 g of n-butyl bromide in 50 ml of toluene. The mixture is subsequently held at reflux temperature for 6 hours. For the working-up, the mixture is treated at room temperature with water, the organic layer is separated and washed neutral with water, dried and, after the addition of 0.2 g of potassium carbonate, fractionally distilled There are obtained 20.7 g of 5-butoxy-4 methyl-3-decene of boiling point 60° C./0.03 Torr, nD20 =1.4378. Odour: caramel-like, delicate, fatty-fruity.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04948781 |
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| Source dataset | uspto-grants-1990_08 |
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| ORD ID | ord-196632fc88b74d888a50641739a08314 |
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| Source note | uspto-grants-1990_08 |
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