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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1798457Generated: October 26, 2026

Triethylamine → Methyl 2-(1-[(methanesulfonyloxy)-methyl]cyclopropyl)acetate

https://huagongshe.com/reaction/1798457

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant(1-Hydroxymethylcyclopropyl)acetic acid methyl esterHCID 29941748—
SolventDichloromethaneHCID 6344—
ProductMethyl 2-(1-[(methanesulfonyloxy)-methyl]cyclopropyl)acetateHCID 58203553—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of methyl [1-(hydroxymethyl)cyclopropyl]acetate (1 eq.) from the previous step in DCM (0.1 M) at −40° C. was added triethylamine (3 eq.) and then methanesulfonyl chloride (1.5 eq.). The reaction was warmed to 0° C. over 1 h, and it was diluted with DCM and quenched with saturated aqueous NaHCO3. The aqueous phase was extracted with DCM. The combined organic extracts were dried over MgSO4 and concentrated in vacuo. The crude product was purified by flash column chromatography (SiO2, 0%→50% EtOAc in Hex) to afford the title compound appendage 3 as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08343968B2
Source datasetuspto-grants-2013_01
ORD IDord-464bb27b60e64b42882fa7377fbbe647
Source noteuspto-grants-2013_01