HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phloroglucinol → 2H-1-Benzopyran-2-one, 5,7-dihydroxy-4-phenyl-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phloroglucinol | HCID 359 | — |
| Reactant | Ethyl benzoylacetate | HCID 7170 | — |
| Reactant | Trifluoromethanesulfonic acid | HCID 62406 | — |
| Product | 2H-1-Benzopyran-2-one, 5,7-dihydroxy-4-phenyl- | HCID 5398649 | 74.8% |
Reaction Steps
A suspension of phloroglucinol (2.10 g, 12.9 mmol) in ethyl benzoyl acetate (2.41 mL, 13.8 mmol) was added over 0.5 hours to triflic acid (4 mL). The reaction was mechanically stirred in an ice bath for 16 h The reaction was quenched by carefully pouring into an ice bath. The solid was filtered and dried yielding a yellow solid (2.43 g, 74.8%): mp. 179-182° C.; 1H NMR (DMSO-d6) δ 5.75 (s, 1H), 6.15 (s, 1H), 6.25 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06365626B1 |
| Source dataset | uspto-grants-2002_04 |
| ORD ID | ord-d999e4311faa43d5baebd4e243875178 |
| Source note | uspto-grants-2002_04 |