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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 403648Generated: October 31, 2026

Ethanol → 6-[6-(4-Dimethylamino-phenyl)-1,2,3,4-tetrahydro-carbazol-9-yl]-hexanoic acid ethyl ester

https://huagongshe.com/reaction/403648

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant6-(6-Bromo-1,2,3,4-tetrahydro-carbazol-9-yl)-hexanoic acid ethyl esterHCID 66873375—
CatalystTetrabutylammonium BromideHCID 74236—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
Product6-[6-(4-Dimethylamino-phenyl)-1,2,3,4-tetrahydro-carbazol-9-yl]-hexanoic acid ethyl esterHCID 66890480—

Reaction Steps

4-Dimethylamino boronic acid (0.221 g, 1.34 mmol), tetrabutylammonium bromide (TBAB) (0.049 g, 1.25 mmol), palladium acetate (Pd(OAc)2 (0.017 g, 0.08 mmol), triorthotoluene phosphine (P(o-toluene)3 (0.035 g, 0.12 mmol), and 6-(6-bromo-1,2,3,4-tetrahydro-carbazol-9-yl)-hexanoic acid ethyl ester (compound 4) (0.300 g, 0.76 mmol) were added to a flask, dissolved in toluene (3 mL), ethanol (2 mL), and 2M Na2CO3 (1 mL), and stirred overnight at 70° C. Compound 32 was purified by column chromatography to give 310 mg of the product as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748451B2
Source datasetuspto-grants-2014_06
ORD IDord-ef44d3eaa2674caa89a99ff5ea271950
Source noteuspto-grants-2014_06