Diisopropylamine → Lithium diisopropylamide

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylamine	HCID 7912	—
Reactant	4-Ethylpyridine	HCID 10822	—
Reactant	2-Chloro-1-(2,4-difluorophenyl)ethanone	HCID 588083	—
Reactant	Butyllithium	HCID 178418339	—
Solvent	Tetrahydrofuran	HCID 8028	—
Solvent	Hexane	HCID 8058	—
Product	Lithium diisopropylamide	HCID 2724682	—
Product	2-(2,4-Difluorophenyl)-2-(1-[pyridin-4-yl]ethyl)oxirane	HCID 18956530	—

Reaction Steps

Lithium diisopropylamide was prepared by addition of n-butyllithium (19.7 ml of a 1.6M solution in hexane) to a solution of diisopropylamine (3.18 g) in dry tetrahydrofuran (50 ml), and the resulting solution was treated successively with 4-ethylpyridine (3.37 g) and a solution of 2-chloro-2',4'-difluoroacetophenone (3.00 g) in dry tetrahydrofuran (50 ml) according to the method of Example 1(i). Work-up of the reaction mixture as before afforded the title compound (1.05 g) as a yellow oil which was used directly in the next stage.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05364938
Source dataset	uspto-grants-1994_11
ORD ID	ord-0fdc79ea9b004ef18ca6c5cc0826280a
Source note	uspto-grants-1994_11