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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1672462Generated: November 2, 2026

Ethyl Acetate → methyl 2-amino-3-(tetrahydro-2H-pyran-4-yloxy)benzoate

https://huagongshe.com/reaction/1672462

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactantmethyl 2-nitro-3-(tetrahydro-2H-pyran-4-yloxy)benzoateHCID 58082227—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
Productmethyl 2-amino-3-(tetrahydro-2H-pyran-4-yloxy)benzoateHCID 5808243472%

Reaction Steps

A mixture of methyl 2-nitro-3-(tetrahydro-2H-pyran-4-yloxy)benzoate (1.3 g, 4.8 mmol) and Raney Ni (0.5 g) in MeOH (30 mL) was stirred under 1 atm of H2 at room temperature for 24 h. TLC (petroleum ether:ethyl acetate=1:1) showed the reaction was complete. The mixture was filtered, the filtrate was concentrated in vacuo. The residue was purified by chromatography (petroleum ether:ethyl acetate=20:1) to give the title compound (0.8 g, 72%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07998978B2
Source datasetuspto-grants-2011_08
ORD IDord-58d5e16a938c4bf4822312954a20d420
Source noteuspto-grants-2011_08