Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,3-Dibromobutane | HCID 7889 | — |
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | HCID 578303 | HCID 578303 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 22995747 | HCID 22995747 | — |
Reaction Steps
40 ml (0.1 mol) of n-butyl lithium as a 2.5 molar solution in hexane are added dropwise to a solution of 14 ml (0.1 mol) of diisopropylamine in 150 ml of anhydrous tetrahydrofuran at −30° C. and stirred for 10 minutes at −10° C. At −76° C., 16.4 g (0.1 mol) of methyl 2-phenylbutanecarboxylate are added dropwise and the mixture is stirred for 30 minutes at this temperature. Then 12.12 ml (0.101 mol) of 1,3-dibromobutane are added, when the addition has ended the cooling bath is removed and the mixture is stirred for 14 hours at ambient temperature. The reaction solution is poured onto 1.2 l water and extracted with diethylether. The organic phases are extracted with water, dried over sodium sulphate and the solvent is eliminated. The residue is distilled under high vacuum.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06617325B1 |
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| Source dataset | uspto-grants-2003_09 |
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| ORD ID | ord-326b983a529647d2bbbdd1720fd3266e |
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| Source note | uspto-grants-2003_09 |
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