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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 494741Generated: October 30, 2026

Triethylamine → tert-Butyl (2-((1,3-dioxoisoindolin-2-yl)oxy)ethyl)carbamate

https://huagongshe.com/reaction/494741

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantN-HydroxyphthalimideHCID 10665—
Reactanttert-Butyl N-(2-((methylsulfonyl)oxy)ethyl)carbamateHCID 22605302—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Producttert-Butyl (2-((1,3-dioxoisoindolin-2-yl)oxy)ethyl)carbamateHCID 18929164—

Reaction Conditions

Temperature50 °C

Reaction Steps

Added N-hydroxyphthalimide (1.12 g, 6.87 mmol) and triethylamine (0.96 mL, 6.87 mmol) to a solution of methanesulfonic acid 2-tert-butoxycarbonylaminoethyl ester (1.37 g, 5.73 mmol) in DMF (20 mL). The solution was heated to 50° C. for 16 hours after which time it was cooled to room temperature. The solution was diluted with ethyl acetate, washed with water (2×), saturated K2CO3, dried over Na2SO4 and concentrated to an orange solid (747 mg, 43%) which was taken on without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07538120B2
Source datasetuspto-grants-2009_05
ORD IDord-e576b7ecf00242ed948bc93a388795fe
Source noteuspto-grants-2009_05