HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-[[2-(Cyclopropylmethyl)phenyl]thio]-6-(3,5-dimethyl-phenyl)-4-hydroxy-2H-pyran-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trimethylsilyl triflate | HCID 65367 | — |
| Reactant | [[2-(Cyclopropylmethyl)phenyl]thio]propandioic acid | HCID 19596062 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-[[2-(Cyclopropylmethyl)phenyl]thio]-6-(3,5-dimethyl-phenyl)-4-hydroxy-2H-pyran-2-one | HCID 54681219 | — |
Reaction Steps
The title compound was prepared by Method A using 3,3'-dimethyl acetophenone (2 g, 13.51 mmol), trimethylsilyl triflate (3 g, 13.1 mmol), triethylamine (2.73 g, 27.02 mmol), methylene chloride (20 mL), and diethyl ester of [[2-(cyclopropylmethyl)phenyl]thio]propandioic acid (2.18 g, 6.76 mmol). m.p. 168° C.; 1H NMR (400 MHz, DMSO-d6) δ 0.28 (d, 2H), 0.39 (dd, 2H), 1.13 (m, 1H), 2.26 (s, 6H), 2.67 (d, 2H), 6.85 (s, 1H), 6.92 (m, 1H), 7.11 (m, 2H), 7.22 (s, 1H), 7.33 (m, 1H), 7.47 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06005103 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-00af1412d1544a3b991e23791a8ca140 |
| Source note | uspto-grants-1999_12 |