Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,5-Hexadiene | HCID 11598 | — |
| Reactant | Thionyl bromide | HCID 68176 | — |
| Reactant | HCID 65418642 | HCID 65418642 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 87608833 | HCID 87608833 | 89% |
Reaction Steps
To a solution of Example 35A (2.38 g, 18.56 mmol) and 1,5-hexadiene (1.65 mL, 13.9 mmol) in 1,2-dichloroethane (30 mL),stirring at 0° C., was added thionyl bromide (2.16 mL, 27.8 mmol). The reaction was stirred for 2 hours at 0° C. and then quenched with water. The mixture was extracted with diethyl ether and the diethyl ether layer was washed with saturated sodium bicarbonate solution, dried with sodium sulfate, filtered, and concentrated in vacuo to give the title compound 3.15 g, 89%). 1H NMR (300 MHz, CDCl3): δ ppm 0.87 (m, 9 H) 1.94 (m, 2 H) 3.97 (m, 2 H) 5.74 (m, 2 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07538105B2 |
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| Source dataset | uspto-grants-2009_05 |
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| ORD ID | ord-65ec891afd4e4db8809ac81b0021cd62 |
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| Source note | uspto-grants-2009_05 |
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