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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1517873Generated: November 1, 2026

Acetic Acid → 1-((tetrahydro-2H-pyran-2-yloxy)methyl)cyclopropyl acetate

https://huagongshe.com/reaction/1517873

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-((tetrahydro-2H-pyran-2-yloxy)methyl)cyclopropanolHCID 10559114—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product1-((tetrahydro-2H-pyran-2-yloxy)methyl)cyclopropyl acetateHCID 6666974060.7%

Reaction Steps

To a solution of 1-((tetrahydro-2H-pyran-2-yloxy)methyl)cyclopropanol (172 mg, 1 mmol) and acetic acid (120 mg, 2 mmol, Shantou Xilong chemical factory) in 2 mL of DCM was added DMAP (12 mg, 0.1 mmol, aladdin) at rt. After stirring for 30 min, DCC (840 mg, 4 mmol, Aldrich) was added at 0° C. The reaction was quenched with water after all of 1-((tetrahydro-2H-pyran-2-yloxy)methyl)cyclopropanol disappeared (monitored by TLC) (about 4 hours). The solid formed during the reaction was removed by filtration, and the filtrate was concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE: EtOAc=20:1) to give the desired compound as yellow oil (130 mg, 60.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08232294B2
Source datasetuspto-grants-2012_07
ORD IDord-c2466afe4fd5427fa9e0aaba28c1b0af
Source noteuspto-grants-2012_07