HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylamine → HCID 66748528, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | Cyanocyclobutane | HCID 78148 | — |
| Reactant | 1-(1-Bromoethyl)-3-chlorobenzene | HCID 9920855 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66748528 | HCID 66748528 | — |
Reaction Steps
n-BuLi (4.7 mL, 11.8 mmol, 2.5 M in hexane) was added to a solution of diisopropylamine (1.13 g, 11.2 mmol) in THF (20 mL) at −78° C. After stirring for 5 min, neat cyclobutanecarbonitrile (0.8 g, 9.87 mmol) was added and the mixture was stirred at −78° C. for 1 hour. Then a solution of Example 44A (2.6 g, 11.8 mmol) in THF (10 mL) was added and the mixture was stirred at −78° C. for 1 h. The mixture was quenched with water and extracted with EtOAc (40 mL). The solvent was evaporated and the residue was used directly in the next step without further purification. LC-MS: m/z 220 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156788B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-0473f156d0564ee1b798690296504451 |
| Source note | uspto-grants-2015_10 |