HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylsilyldiazomethane → HCID 68862597, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | 2-Aminonaphthalene-1-carboxylic acid | HCID 12745006 | — |
| Solvent | Benzene methanol | HCID 21927730 | — |
| Product | HCID 68862597 | HCID 68862597 | 93.9% |
Reaction Steps
2-Amino-1-naphthoic acid (3.21 g, 17.2 mmol) in 4:1 benzene/CH3OH (125 mL) was treated with trimethylsilyldiazomethane (9.0 mL, 18.0 mmol, 2.0M solution in hexanes), stirred for 2.5 hours, quenched with acetic acid (0.5 mL), and concentrated. The concentrate was purified by flash column chromatography (4:1 hexanes/ethyl acetate) to provide the desired compound (3.25 g). MS (ESI(+)) m/e 202 (M+H)+; (ESI(−)) m/e 200 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07491718B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-7dc871bed0e2437c8bf18ae7a00d2045 |
| Source note | uspto-grants-2009_02 |