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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 42760Generated: October 27, 2026

Nitrogen → (3-(2-Methyl-[1,3]dioxolan-2-yl)-phenyl)methyl methanesulfonate

https://huagongshe.com/reaction/42760

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant[3-(2-Methyl-[1,3]dioxolan-2-yl)-phenyl]-methanolHCID 66820167—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product(3-(2-Methyl-[1,3]dioxolan-2-yl)-phenyl)methyl methanesulfonateHCID 86649478—

Reaction Conditions

Temperature0 °C

Reaction Steps

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of [3-(2-methyl-[1,3]dioxolan-2-yl)-phenyl]-methanol (786 mg, 4.05 mmol) in dry CH2Cl2 (10.0 mL) was treated at 0° C. with Et3N (0.75 mL, 5.33 mmol) followed by DMAP (49 mg, 0.41 mmol) and Ms-Cl (0.40 mL, 5.15 mmol). After stirring at 0° C. for 1 h, the reaction mixture was quenched with water (10 mL), extracted with CH2Cl2 (10 mL) and the combined org. extracts were dried over Na2SO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (80:20 to 20:10 hept-EA) gave the title compound as a white solide. LC-MS-conditions 02: tR=0.91 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536209B2
Source datasetuspto-grants-2013_09
ORD IDord-2701ab92e81e4c17b2b3fded0cbd40c7
Source noteuspto-grants-2013_09