Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 2H-Pyran-4-carboxylic acid, tetrahydro-, methyl ester | HCID 2773520 | — |
| Product | Oxane-4-carboxamide | HCID 13197203 | 78% |
Reaction Steps
A mixture of methyl tetrahydro-2H-pyran-4-carboxylate (7.0 g, 48.6 mmol) and concentrated ammonia (20 ml) was stirred at 22° C. for 18 h. The excess ammonia was then removed under reduced pressure and the residue was crystallized from ethanol to give 4.94 g (78% yield) of the title amide as white crystals: mp 179-181° C. 1HNMR 400 MHz (CDCl3) δ (ppm): 1.81 (4H, m, 2×CH2), 2.42 (1H, m, CH), 3.44 (2H, m, OCH2), 4.04 (2H, m, OCH2), 5.55 and 5.8 (2×1H, broad, NH2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08039458B2 |
|---|
| Source dataset | uspto-grants-2011_10 |
|---|
| ORD ID | ord-ab3f75ef7d9c43a89778d024643dac25 |
|---|
| Source note | uspto-grants-2011_10 |
|---|
