HuagongsheHuagongshe Chemistry Print Report · For research reference only
P-Chloroacetophenone → 6-(4-Chloro-phenyl)-4-hydroxy-3-(2-isopropyl-phenylsulfanyl)-pyran-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | P-Chloroacetophenone | HCID 7467 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trimethylsilyl triflate | HCID 65367 | — |
| Reactant | [(2-Isopropylphenyl)thio)propanedioic acid | HCID 19596178 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-(4-Chloro-phenyl)-4-hydroxy-3-(2-isopropyl-phenylsulfanyl)-pyran-2-one | HCID 54681467 | — |
Reaction Steps
The title compound was prepared by Method A using 4'-chloroacetophenone (2.33 g, 15.1 mmol), trimethylsilyl triflate (3.5 mL, 18.1 mmol), triethylamine (4.26 mL, 30.6 mmol), methylene chloride (30 mL), and diethyl ester of [(2-isopropylphenyl)thio] propanedioic acid (3.11 g, 10.0 mmol) m.p. 148-151° C.; 1H NMR (400 MHz, DMSO-d6) δ 1.25 (d, 6H), 3.41 (m, 1H), 6.86 (s, 1H), 6.92 (m, 1H), 7.08 (m, 2H), 7.27 (m, 1H), 7.62 (m, 2H), 7.86 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06005103 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-4092486fd9a1437f9aef643b7ce96a9e |
| Source note | uspto-grants-1999_12 |