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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 858853Generated: October 30, 2026

Toluene → HCID 58762517, compound

https://huagongshe.com/reaction/858853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantN-MethylanilineHCID 7515—
ReactantHCID 58762625HCID 58762625—
CatalystAcetic acid, rhodium(2+) saltHCID 21674—
ProductHCID 58762517HCID 5876251729%

Reaction Steps

To a refluxing solution of N-methylaniline (0.115 mL, 1.1 mmol) and rhodium (II) acetate (9.4 mg) in toluene (1.6 mL) was added 6-[2-(3-chloro-4-methoxy-phenyl)-ethyl]-6-cyclopentyl-3-diazo-dihydro-pyran-2,4-dione (0.080 g, 0.213 mmol) from Step 1 below over 1 hour. The reaction was stirred at reflux for three more hours. The reaction was concentrated by rotary evaporation, and then purified by preparatory HPLC to give the desired product (28 mg, 29% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07148226B2
Source datasetuspto-grants-2006_12
ORD IDord-fb07ca46699c47539ef8f8021f9affee
Source noteuspto-grants-2006_12