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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1517913Generated: October 31, 2026

Benzoic Acid → 1-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)cyclopropyl benzoate

https://huagongshe.com/reaction/1517913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoic AcidHCID 243—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)cyclopropanolHCID 66669753—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product1-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)cyclopropyl benzoateHCID 6666993660%

Reaction Steps

To a mixture of 1-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)cyclopropanol (730 mg, 4.05 mmol) and benzoic acid (590 mg, 4.86 mmol) in 30 mL of CH2Cl2 was added DMAP (98.8 mg, 0.81 mmol, Shanghai Haiqu chemical Ltd.) and EDCI (1.16 g, 6.08 mmol, Shanghai Haiqu chemical Ltd.) at rt. The reaction mixture was stirred at rt overnight, then concentrated and purified by a silica gel column chromatography (20:1 (v/v) petroleum ether/EtOAc)) to afford the title compound as colorless oil (690 mg, 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08232294B2
Source datasetuspto-grants-2012_07
ORD IDord-9e12b11de6b646dc9c189045eda890f5
Source noteuspto-grants-2012_07