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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896566Generated: October 31, 2026

Acetic Anhydride → HCID 10777427, compound

https://huagongshe.com/reaction/1896566

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant6-Bromo-2H-1,4-benzoxazin-3(4H)-oneHCID 16218142—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 10777427HCID 1077742787.4%

Reaction Steps

6-Bromo-2H-benzo[b][1,4]oxazin-3(4H)-one (7A) (2.5 g, 11.7 mmol) was taken up in DCM (100 mL) and treated with TEA (4.07 mL, 29.2 mmol) followed by Ac2O (2.75 mL, 29.2 mmol). 4-DMAP (0.285 g, 2.34 mmol) was added and the reaction mixture was stirred at rt overnight. The reaction mixture was concentrated under reduced pressure and purified by column chromatography on silica gel eluting with a gradient of 0 to 50% EtOAc in hexanes to provide 2.62 g (87%) of the desired compound 1-(6-bromo-2H-benzo[b][1,4]oxazin-4(3H)-yl)ethanone (7B).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518970B2
Source datasetuspto-grants-2013_08
ORD IDord-72991a1cdaf7433da793b23737bcd69c
Source noteuspto-grants-2013_08