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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 385988Generated: October 26, 2026

1,2-Dichloroethane → tert-Butyl 3-carbamoylmorpholine-4-carboxylate

https://huagongshe.com/reaction/385988

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantAmmonium ChlorideHCID 25517—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(tert-Butoxycarbonyl)morpholine-3-carboxylic acidHCID 2760133—
SolventDimethylformamideHCID 6228—
Producttert-Butyl 3-carbamoylmorpholine-4-carboxylateHCID 21098189—

Reaction Steps

4-{[(1,1-Dimethylethyl)oxy]carbonyl}morpholine-3-carboxylic acid (0.5 g, 2.162 mmol), ammonium chloride (0.347 g, 6.49 mmol), EDC (0.622 g, 3.24 mmol), HOBt (0.993 g, 6.49 mmol) and DIPEA (1.699 mL, 9.73 mmol) were stirred in DMF (10 mL) at room temperature overnight. Saturated NaHCO3 was then added and the mixture was extracted with EtOAc (2×). The combined organic extracts were washed with brine, dried over MgSO4, filtered, and concentrated in vacuo to give the title compound as a yellow gum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367706B2
Source datasetuspto-grants-2013_02
ORD IDord-12587f8de4164529bd243ea643c98784
Source noteuspto-grants-2013_02