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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 72174Generated: October 29, 2026

Potassium tert-butoxide → 7-Chloro-3,5-dihydrobenzo[e][1,4]oxazepin-2(1H)-one

https://huagongshe.com/reaction/72174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium tert-butoxideHCID 23665647—
Reactant2-Bromo-N-(4-chloro-2-(hydroxymethyl)phenyl)acetamideHCID 86679709—
SolventIsopropanolHCID 3776—
Product7-Chloro-3,5-dihydrobenzo[e][1,4]oxazepin-2(1H)-oneHCID 8404819992%

Reaction Steps

To a suspension of 2-bromo-N-(4-chloro-2-(hydroxymethyl)phenyl)acetamide (3.60 g, 12.9 mmol) in 2-propanol (129 ml) was added in small portions potassium tert-butoxide (3.77 g, 33.6 mmol) at 0-5° C. The reaction mixture was stirred for 90 minutes and subsequently poured on ice/water (500 ml). The precipitate was collected by filtration and washed with water. Residual water was removed by consecutive evaporation with two 50-ml portions of toluene to give the title compound (2.34 g, 92%) as light yellow solid. MS m/e: 196 ([M−H]−).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08828989B2
Source datasetuspto-grants-2014_09
ORD IDord-cc594ae9adbe4d44a9b6738d7b08aeef
Source noteuspto-grants-2014_09