Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1725909Generated: October 30, 2026

Trimethylsilyldiazomethane → HCID 68862597, compound

https://huagongshe.com/reaction/1725909

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant2-Aminonaphthalene-1-carboxylic acidHCID 12745006—
SolventBenzene methanolHCID 21927730—
ProductHCID 68862597HCID 6886259793.9%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07491718B2
Source datasetuspto-grants-2009_02
ORD IDord-7dc871bed0e2437c8bf18ae7a00d2045
Source noteuspto-grants-2009_02