Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 14349367 | HCID 14349367 | — |
| Catalyst | Azobisisobutyronitrile | HCID 6547 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | HCID 21287218 | HCID 21287218 | 41% |
Reaction Steps
2-[2-(2,4-Dichlorobenzyloxy)phenyl]-1-propene (1.0 g, 3.41 mmole), N-bromosuccinimide (0.61 g, 3.41 mmole) and azobisisobutyronitrile (2.8 mg, 0.017 mmole) were suspended in carbon tetrachloride (4 ml) and the suspension was refluxed with stirring for 12 hours. Then, the mixture was poured into water (30 ml) and extracted with ethyl acetate (50 ml). The extract was washed with water (50 ml) and dried over anhydrous soidum sulfate. After distilling off the solvent under reduced pressure, the residue was subjected to chromatography on a silica gel column and eluted with n-hexane to obtain the title compound (0.52 g, 41.0%). 1H-NMR (CDCl3, δ): 4.50 (s, 2H, CH2Br), 5.20 (s, 2H, ##STR49## 5.33 (d, 1H, =CH), 5.57 (d, 1H, =CH), 6.80-7.57 (m, 7H, aromatic).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04780471 |
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| Source dataset | uspto-grants-1988_10 |
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| ORD ID | ord-fa4b0d739da4490196cb6edb4d0b005b |
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| Source note | uspto-grants-1988_10 |
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