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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1806684Generated: October 25, 2026

Sodium Azide → (S)-4-(2-azido-ethyl)-2,2-dimethyl-[1,3]dioxolane

https://huagongshe.com/reaction/1806684

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactantmethanesulfonic acid 2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl esterHCID 13194537—
SolventDimethylformamideHCID 6228—
Product(S)-4-(2-azido-ethyl)-2,2-dimethyl-[1,3]dioxolaneHCID 1145793688.9%

Reaction Steps

Step B To a solution of methanesulfonic acid 2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl ester (31.7 g, 0.14 mol) in N,N-dimethylformamide (200 mL) was added NaN3 (46 g, 0.71 mol). The reaction mixture was stirred at room temperature for 70 h. Then the mixture was partitioned between ethyl acetate and water. The organic layer was separated, washed with water, brine several times, dried over MgSO4, concentrated to give (S)-4-(2-azido-ethyl)-2,2-dimethyl-[1,3]dioxolane as a yellow oil (21.3 g, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354444B2
Source datasetuspto-grants-2013_01
ORD IDord-73b1249e5d7646cabcabf5963906cd6a
Source noteuspto-grants-2013_01