HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Methyl 5-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | 5-Oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid | HCID 2818493 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 5-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylate | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08153671B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-a6faedf54da84c1ea9e174aa2a51de5a |
| Source note | uspto-grants-2012_04 |