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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619566Generated: November 3, 2026

Benzoyl chloride → HCID 67606958, compound

https://huagongshe.com/reaction/1619566

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantTriethylamineHCID 8471—
ReactantHCID 67606137HCID 67606137—
SolventDichloromethaneHCID 6344—
ProductHCID 67606958HCID 6760695841.3%

Reaction Steps

To a suspension of (R)-quinuclidin-3-yl 2-amino-2-(4-methoxyphenyl)acetate dihydrochloride (I106) (325 mg, 0.89 mmol) in DCM (10 ml), were added triethylamine (374 μl, 2.68 mmol) and benzoyl chloride (125 μl, 1.07 mmol). The reaction was stirred at RT for 4 hours, and then the solvent was evaporated. The residue was taken up with EtOAc and washed with Na2CO3, water and brine. The organic phase was dried over Na2SO4, filtered and evaporated to obtain (R)-quinuclidin-3-yl 2-benzamido-2-(4-methoxyphenyl)acetate (145 mg; 41% yield). The product was used in the next step without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772314B2
Source datasetuspto-grants-2014_07
ORD IDord-dc1b12071d6a4890a43b75c0058184c8
Source noteuspto-grants-2014_07