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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 840366Generated: October 26, 2026

Water → 2-Methyl-6,7,8,9-tetrahydronaphth[2,3-b]-1,4-oxazin-3(4H)-one

https://huagongshe.com/reaction/840366

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-(5,6,7,8-Tetrahydro-3-nitro-2-naphthoxy)-propionic acid ethyl esterHCID 17910682—
CatalystIronHCID 23925—
SolventAcetic AcidHCID 176—
Product2-Methyl-6,7,8,9-tetrahydronaphth[2,3-b]-1,4-oxazin-3(4H)-oneHCID 979441081%

Reaction Steps

In a mixture of 10 ml of glacial acetic acid with 1.25 ml of water, 2-(5,6,7,8-tetrahydro-3-nitro-2-naphthoxy)-propionic acid ethyl ester is dissolved and mixed in portions with 960 mg of iron powder. It is heated, cooled and poured onto water. The crystals are suctioned off and washed with water, dissolved again with ethyl acetate and washed with soda solution, the organic phase is washed with brine, dried with magnesium sulfate and concentrated by evaporation. 740 mg, yield 81%, results.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06365736B1
Source datasetuspto-grants-2002_04
ORD IDord-f6530d0eb67b4a569b3c12c51ff8716b
Source noteuspto-grants-2002_04