HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon Tetrachloride → 4-Bromo-2-(6-carboxyhexyl)cyclopent-2-en-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon Tetrachloride | HCID 5943 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 5-Oxo-1-cyclopentene-1-heptanoic acid | HCID 78902 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-Bromo-2-(6-carboxyhexyl)cyclopent-2-en-1-one | HCID 13046277 | — |
Reaction Conditions
| Temperature | 5 °C |
|---|
Reaction Steps
A stirred mixture of 35.9 g. (0.171 moles) of 2-(6-carboxyhexyl)cyclopent-2-en-1-one [Bagli et al., Tetrahedron Letters, No. 5, 465 (1966)], 35.0 g. (0.197 moles) of N-bromosuccinimide, and 600 ml. of carbon tetrachloride is refluxed for 35 minutes. The mixture is cooled to 5° C. and filtered. The filtrate is washed with cold water, dried over magnesium sulfate, and taken to dryness to give an oil, λmax.MeOH =225 mμ (8850); νmax.=1705 (carbonyl groups and 1625 cm-1 (olefin group).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04152524 |
| Source dataset | uspto-grants-1979_05 |
| ORD ID | ord-8003719e75d546fd97b01957d5ee03b8 |
| Source note | uspto-grants-1979_05 |