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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1167609Generated: November 2, 2026

Water → 6-Methoxy-3,4-dihydro-2H-1,4-benzoxazine

https://huagongshe.com/reaction/1167609

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium HydroxideHCID 14797—
ReactantHCID 22993340HCID 22993340—
SolventMethanolHCID 887—
Product6-Methoxy-3,4-dihydro-2H-1,4-benzoxazineHCID 16244460—

Reaction Conditions

Temperature60 °C

Reaction Steps

The compound obtained in Step C (1.5 g; 7.26 mmol) is dissolved in 7 ml of methanol, and then water (14 eq.; 101.6 mmol; 1.9 ml) and potassium hydroxide (6 eq.; 43.5 mmol; 2.44 g) are added. The solution is stirred vigorously at 60° C. for 2 hours. After extraction three times with dichloromethane, the organic phase is dried over MgSO4 and then removed under reduced pressure. The residue obained is purified by flash chromatography on silica gel (eluant: PE/AcOEt (1/1)). The title product is obtained in the form of a red solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06620809B2
Source datasetuspto-grants-2003_09
ORD IDord-f087d9ce4ece467bbf58fbc696f21d80
Source noteuspto-grants-2003_09