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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666525Generated: October 31, 2026

Triethylamine → HCID 66876110, compound

https://huagongshe.com/reaction/1666525

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantTert-butyl 4-(3-hydroxybenzylidene)piperidine-1-carboxylateHCID 53485958—
CatalystCupric acetateHCID 8895—
SolventDichloromethaneHCID 6344—
ProductHCID 66876110HCID 6687611032.3%

Reaction Steps

To a mixture of 4-methoxyphenylboronic acid (1.57 g, 10.36 mmole) and tert-butyl 4-(3-hydroxybenzylidene)piperidine-1-carboxylate (2.5 g, 8.6 mmole) in dichloromethane (75 mL) were added copper acetate (1.63 g, 8.6 mmole), triethyl amine (5.219 g, 51.6 mmol) and molecular sieves. The mixture was stirred at room temperature overnight. The reaction mixture was filtered through celite pad. The filtrate was evaporated and purified by column chromatography to give the title compound (1.1 g, 32%). 1H NMR (500 MHz, CDCl3): δ ppm 7.26 (t, 1H), 6.99 (d, 2H), 6.89 (t, 3H), 6.79 (t, 2H), 6.29 (s, 1H), 3.80 (s, 3H), 3.48 (s, 2H), 3.38 (s, 2H), 2.42 (s, 2H), 2.29 (s, 2H), 1.47 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044052B2
Source datasetuspto-grants-2011_10
ORD IDord-71a7903e805d45c59037bb8ff80871b0
Source noteuspto-grants-2011_10