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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1690674Generated: November 2, 2026

Acetic Acid → Methyl 5-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylate

https://huagongshe.com/reaction/1690674

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant5-Oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylic acidHCID 2818493—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 5-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylateHCID 15309116—

Reaction Steps

A sample of commercially available 5-Oxo-5,6,7,8-tetrahydro-naphthalene-2-carboxylic acid (200 mg, 1.05 mmol) is dissolved in a mixture of dichloromethane and methanol (5:1, 10 mL). The solution is then treated with a solution of trimethylsilyl diazomethane in tetrahydrofuran (2M) until the yellow color persists. The reaction is then treated with a small amount of acetic acid to destroy excess reagent and the solvent is removed. The residue is purified on silica gel to afford the title material as a yellow solid. ESMS m/z 204.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153671B2
Source datasetuspto-grants-2012_04
ORD IDord-a6faedf54da84c1ea9e174aa2a51de5a
Source noteuspto-grants-2012_04