HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formamide → Ethyl formate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formamide | HCID 713 | — |
| Reactant | Malonamide | HCID 7911 | — |
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Sodium Methoxide | HCID 10942334 | — |
| Product | Ethyl formate | HCID 8025 | — |
| Product | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Product | Sodium ethoxide | HCID 2723922 | — |
Reaction Steps
The DHP yield was improved by approximately 30% to a maximum of 81% by A. Sommer, DE-OS 1 200 308 by reacting malonodiamide with formamide in alcoholic solution with more than 2 moles, advantageously with 3.0 to 3.9 moles, of alkali metal alkoxide. As opposed to Brown, this worker employed formamide in the examples in amounts of just over 2 moles per mole of malonodiamide. The alkali metal alkoxides used were sodium ethoxide in methanol and sodium methoxide in ethanol. In the latter case, the methanol was distilled off from the reaction mixture, thus dispensing with filtration of the salts which had precipitated. Ethyl formate instead of formamide yielded, together with sodium ethoxide, DHP in a yield of only 61.5%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05847139 |
| Source dataset | uspto-grants-1998_12 |
| ORD ID | ord-392f83eff5da4871b4868b05c3caaadf |
| Source note | uspto-grants-1998_12 |