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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222791Generated: October 25, 2026

Methanol → HCID 58307466, compound

https://huagongshe.com/reaction/222791

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactantethyl 4,6-dimethyl-2-oxo-2H-pyran-5-carboxylateHCID 76918—
ReactantHydrazinium chlorideHCID 115031—
SolventPotassium CarbonateHCID 11430—
ProductHCID 58307466HCID 583074667%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 4,6-dimethyl-2-oxo-2H-pyran-5-carboxylic acid ethyl ester (3.2 mL, 19 mmol) and hydrazine monohydrochloride (1.4 g, 20 mmol) in methanol (16 mL, 0.39 mmol) was heated under microwave irradiation for 2.5 hrs at 150° C. Reaction was taken up in sat. aq. K2CO3 (40 mL) and extracted with ethyl acetate (3×40 mL). The combined organic phases were washed with brine, dried over MgSO4, evaporated and purified by flash chromatography. Yield 7%. 1H NMR (500 MHz, CDCl3): 6.35 (s, 1H), 5.12 (s, 2H), 4.35 (q, J=7.1 Hz, 2H), 2.53 (s, 3H), 2.21 (s, 3H), 1.37 (t, J=7.1 Hz, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207347B2
Source datasetuspto-grants-2012_06
ORD IDord-cafca3c763bb4a119ded67a4451b45ac
Source noteuspto-grants-2012_06