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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| Reactant | 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile | HCID 93865 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | tert-Butyl methyl(2-(methylamino)ethyl)carbamate | HCID 14403871 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05804559 |
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| Source dataset | uspto-grants-1998_09 |
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| ORD ID | ord-f95f8c488c0247dda354498577aca4a4 |
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| Source note | uspto-grants-1998_09 |
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