HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(hydroxymethyl)phthalimide → Phthalimidomethyl acetoacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(hydroxymethyl)phthalimide | HCID 8354 | — |
| Reactant | 2,2,6-Trimethyl-4H-1,3-dioxin-4-one | HCID 79368 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Phthalimidomethyl acetoacetate | HCID 13636318 | 97.8% |
Reaction Steps
A solution of 10.0 g (0.056 mol) of N-(hydroxymethyl)phthalimide and 8.02 g (0.056 mol) of 2,2,6-trimethyl-1,3-dioxen-4-one in 100 ml of toluene was refluxed for 24 hours under nitrogen. Recrystallization in ethyl acetate gives 14.3 g (97%) of an off-white solid: mp 106°-109° C.; NMR (CDCl3) 7.6 (4H,m), 5.6 (2H,s), 3.4 (2H,s), 2.18 (3H,s);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04849436 |
| Source dataset | uspto-grants-1989_07 |
| ORD ID | ord-a4b5f533bb0d42aab6cb22fa1ea960d1 |
| Source note | uspto-grants-1989_07 |