Aluminum(III) Chloride → 4-Allyl-6-[2-(2-chloro-4-methoxy-phenyl)-acetyl]-4H-benzo[1,4]oxazin-3-one

Participants

Role	Name	HCID	Charge
Reactant	Aluminum(III) Chloride	HCID 6451240	—
Reactant	(2-Chloro-4-methoxyphenyl)acetyl chloride	HCID 22327520	—
Reactant	4-(2-propen-1-yl)-2H-1,4-Benzoxazin-3(4H)-one	HCID 57346023	—
Solvent	1,2-Dichloroethane	HCID 11	—
Product	4-Allyl-6-[2-(2-chloro-4-methoxy-phenyl)-acetyl]-4H-benzo[1,4]oxazin-3-one	HCID 66697288	—

Reaction Steps

In analogy to Example 56, step 1, 4-allyl-4H-benzo[1,4]oxazin-3-one (18.8 g) was reacted with (2-chloro-4-methoxy-phenyl)-acetyl chloride and AlCl3 in 1,2-dichloroethane 3 h at 0° C. The crude product was purified by column chromatography (silica gel, heptane/AcOEt 6:1) to give the title compound (10.6 g) as a white solid. MS (m/e)=372.2 [M+H+].

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08268820B2
Source dataset	uspto-grants-2012_09
ORD ID	ord-27200ebbaefc478fa73b1c39310bf9bc
Source note	uspto-grants-2012_09