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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2392987Generated: October 31, 2026

N,N'-Dimethylethylenediamine → tert-Butyl methyl(2-(methylamino)ethyl)carbamate

https://huagongshe.com/reaction/2392987

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N'-DimethylethylenediamineHCID 8070—
Reactant2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrileHCID 93865—
ReactantSodium MethoxideHCID 10942334—
SolventDiethyl EtherHCID 3283—
Producttert-Butyl methyl(2-(methylamino)ethyl)carbamateHCID 14403871—

Reaction Conditions

Temperature0 °C

Reaction Steps

8.8 g of N,N'-dimethylethylenediamine were dissolved in 50 ml of ether and the solution was cooled to 0° C. 18.5 g of BOC-ON [2-(tert-butoxycarbonyloxyimino)-2-phenylacetonitrile] were slowly added dropwise and the mixture was stirred at RT for 16 hours. 6 g of sodium methylate were added and stirring was continued at RT for 18 hours. The substance which had precipitated out was filtered off with suction and washed with ether. The combined ether solution was concentrated in vacuo and the residue was distilled (boiling point 58°-60° C./0.5 mbar). 11.3 g were obtained as a colorless oil. MS(Cl): 189 (M+H)⊕, 133

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05804559
Source datasetuspto-grants-1998_09
ORD IDord-f95f8c488c0247dda354498577aca4a4
Source noteuspto-grants-1998_09