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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 520821Generated: October 26, 2026

Toluene → Ethyl 9-bromo-5,6,7,8-tetrahydroacridine-3-carboxylate

https://huagongshe.com/reaction/520821

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPhosphorus oxybromideHCID 24613—
Reactant9-Oxo-5,6,7,8,9,10-hexahydro-acridine-3-carboxylic acidHCID 57516453—
ProductEthyl 9-bromo-5,6,7,8-tetrahydroacridine-3-carboxylateHCID 67326061—

Reaction Conditions

Temperature25 °C

Reaction Steps

A suspension of 9-oxo-5,6,7,8,9,10-hexahydro-acridine-3-carboxylic acid (1 g, 0.42 mmols) in toluene (10 mL) was heated with phosphorous oxybromide (3.54 g, 1.2 mmols) to 100° C. for 4 h. Reaction completion was monitored by TLC. Alter completion, the reaction mixture was cooled to 25° C., quenched with methanol (10 mL), concentrated the reaction mixture under vacuum and purified the crude product with silica gel column (60:120). Product eluted with 2% methanol in chloroform. Fractions were collected and concentrated to get the pure product as off white solid. This compound was taken as such to next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328093B2
Source datasetuspto-grants-2016_05
ORD IDord-5de1d80f3c454534a0a9023e2c5208f5
Source noteuspto-grants-2016_05