Acetic Acid → HCID 23152394, compound

A suspension of 1,4-oxazepane hydrochloride (24.80 g, 180 mmol), sodium acetate (29.60 g, 360 mmol) and acetic acid (20.6 ml, 360 mmol) in tetrahydrofuran (400 ml) was stirred for 1 hr, a solution of chloroacetyl chloride (14.3 ml, 180 mmol) in tetrahydrofuran (100 ml) was added dropwise under ice-cooling, and the mixture was stirred overnight at room temperature. To the reaction mixture was added, sodium hydrogen carbonate (65.7 g, 792 μmmol), and the mixture was stirred for 1 hr. The insoluble material was filtered, and the filtrate was concentrated. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1-1:2) to give N-chloroacetyl-1,4-oxazepane (29.8 g, yield 93%).

1. temperaturecooling
2. stirringthe mixture was stirred overnight at room temperature
3. additionTo the reaction mixture was added
4. filtrationThe insoluble material was filtered
5. concentrationthe filtrate was concentrated
6. customThe obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1-1:2)

ORD record

ord-133ded96e29a4a21ae720a102e9d1bd2

Source dataset

uspto-grants-2011_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07977331B1