HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopropanecarbonitrile → 1-(4-Bromo-2-iodobenzyl)cyclopropanecarbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopropanecarbonitrile | HCID 79637 | — |
| Reactant | 4-Bromo-1-(bromomethyl)-2-iodobenzene | HCID 53231307 | — |
| Reactant | 1-(4-Bromo-2-iodobenzyl)cyclobutanecarbonitrile | HCID 67979431 | — |
| Product | 1-(4-Bromo-2-iodobenzyl)cyclopropanecarbonitrile | HCID 67979304 | 55% |
Reaction Steps
The title compound (2.1 g, 55% yield) was prepared as described for 1-(4-Bromo-2-iodobenzyl)cyclobutanecarbonitrile (Intermediate 37) starting from cyclopropanecarbonitrile (1.96 mL, 26.6 mmol) and 4-bromo-1-(bromomethyl)-2-iodobenzene (see Caruso, A.; Tovar, J., D. J. Org. Chem. 2011, 76, 2227-2239) (4.0 g, 10.6 mmol): 1H NMR (400 MHz, CDCl3) δ ppm 1.02-1.07 (m, 2 H), 1.33-1.37 (m, 2 H), 2.98 (s, 2 H), 7.35 (d, 1 H), 7.51 (dd, 1 H), 8.02 (d, 1 H); MS (CI) m/z 362 [M+H]
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415483B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-ae2bb3564f02473d91d3c9c73db3d40c |
| Source note | uspto-grants-2013_04 |