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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749149Generated: October 27, 2026

Diisopropylamine → HCID 66748528, compound

https://huagongshe.com/reaction/1749149

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylamineHCID 7912—
ReactantCyanocyclobutaneHCID 78148—
Reactant1-(1-Bromoethyl)-3-chlorobenzeneHCID 9920855—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66748528HCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156788B2
Source datasetuspto-grants-2015_10
ORD IDord-0473f156d0564ee1b798690296504451
Source noteuspto-grants-2015_10