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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 987527Generated: October 30, 2026

Sodium Hydroxide → 7-Bromo-3,4-dihydro-2H-1,4-benzoxazine

https://huagongshe.com/reaction/987527

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1-(7-bromo-2H-benzo[b][1,4]oxazin-4(3H)-yl)ethanoneHCID 18008959—
SolventMethanolHCID 887—
Product7-Bromo-3,4-dihydro-2H-1,4-benzoxazineHCID 1800896075.6%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of 4-acetyl-7-bromo-3,4-dihydro-2H-benzo[1,4]oxazine (9.5 g, Reference Example 13) in methanol (200 ml) was treated with aqueous sodium hydroxide (50 ml, 3M) was stirred at 50° C. for 2 hours. The mixture was evaporated to low bulk, then diluted with water (100 ml) and then extracted three times with dichloromethane (200 ml). The combined extracts were dried over magnesium sulphate then evaporated to give the title compound (6.0 g) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06632814B1
Source datasetuspto-grants-2003_10
ORD IDord-77ec34ed31dd4cd595917c5beb1addc9
Source noteuspto-grants-2003_10