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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1795592Generated: November 3, 2026

Benzocaine → HCID 22218329, compound

https://huagongshe.com/reaction/1795592

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzocaineHCID 2337—
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
ReactantHCID 59096158HCID 59096158—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductHCID 22218329HCID 2221832981.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

General Procedure H A solution of trifluoromethanesulfonic acid 3,5,8,8-tetramethyl-7,8-dihydronaphthalen-2-yl ester (Compound 35, 0.41 g, 1.2 mmol), Pd(OAc)2 (0.027 g, 0.12 mmol), BINAP (0.11 g, 0.18 mmol), Cs2CO3 (0.56 g, 1.72 mmol), ethyl 4-aminobenzoate (0.25 g, 1.5 mmol) and 5 mL of toluene was flushed with argon for 10 min, then stirred at 100° C. in a sealed tube for 48 h. After the reaction mixture had been cooled to room temperature, the solvent was removed, and the residue was purified by flash column (hexane:ethyl acetate=4:1) to give 0.34 g (80%) of the title compound as a yellowish solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07026487B2
Source datasetuspto-grants-2006_04
ORD IDord-49fe5bfe9da5431eb0fc684c84adf8b4
Source noteuspto-grants-2006_04