Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Propargyl bromide | HCID 7842 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | N-(methoxycarbonyl)-N-methylGlycine | HCID 14346035 | — |
| Product | HCID 14580243 | HCID 14580243 | — |
Reaction Steps
5.0 g of methyl N-methoxycarbonylglycine were dissolved in 30 ml of N,N-dimethylformamide. Then ice-cooling the mixture, 1.5 g of sodium hydride (60% oil dispersion) were added thereto under a nitrogen atmosphere and stirred for 20 minutes. Thereafter 6.0 g of propargyl bromide were dropped thereto over 15 minutes and further stirred for 40 minutes. Then the reaction mixture was poured into ice-water and sodium chloride was added thereto to saturate the same. Then the aqueous layer was washed with hexane and it was subjected to two times of extraction with 100 ml of ether. The ether layers were combined together and dried over anhydrous magnesium sulfate and the solvent was evaporated off to obtain 3.9 g of methyl N-propargyl-N-methoxycarbonylglycinate (nD18 : 1.4891).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04827020 |
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| Source dataset | uspto-grants-1989_05 |
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| ORD ID | ord-ac43e4edb6ac417da16ded1f464dbdd9 |
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| Source note | uspto-grants-1989_05 |
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