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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1910513Generated: October 29, 2026

1,2-Dichloroethane → HCID 70926098, compound

https://huagongshe.com/reaction/1910513

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantTriethylamineHCID 8471—
Reactant3-Fluorobenzylic alcoholHCID 68008—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1-Azabicyclo(2.2.2)octane-3-carboxylic acid hydrochlorideHCID 12673436—
SolventTetrahydrofuranHCID 8028—
ProductHCID 70926098HCID 7092609891.1%

Reaction Steps

Quinuclidine-3-carboxylic acid hydrochloride (95 mg, 0.50 mmol), EDC (143 mg, 0.74 mmol), HOBT (114 mg, 0.74 mmol), and triethylamine (242 μl, 1.73 mmol) were dissolved in dry THF (5 ml). (3-Fluorophenyl)methanol (68.8 mg, 0.54 mmol) was dissolved in dry THF (2 ml) and added to the reaction mixture. The resulting reaction was stirred at room temperature overnight. The volatiles were evaporated, and the crude was taken up with EtOAc and washed with water and then with sat. NaHCO3. The organic phase was separated, dried over sodium sulfate, filtered, and evaporated under vacuum to obtain 3-fluorobenzyl quinuclidine-3-carboxylate (120 mg, racemic mixture). The compound was used in the next step without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604015B2
Source datasetuspto-grants-2013_12
ORD IDord-9911e5e584e14a839a1674099cac5725
Source noteuspto-grants-2013_12