HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1930696Generated: October 31, 2026
Acetic Acid → 3-(2-(3-methoxyphenyl)acetyl)dihydro-2H-pyran-4(3H)-one
https://huagongshe.com/reaction/1930696
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Tetrahydro-4H-pyran-4-one | HCID 121599 | — |
| Reactant | 3-Methoxyphenylacetyl chloride | HCID 2733246 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-(2-(3-methoxyphenyl)acetyl)dihydro-2H-pyran-4(3H)-one | HCID 59333788 | 46.2% |
Reaction Steps
Tetrahydro-4H-pyran-4-one (0.138 mL, 1.50 mmol) was dissolved in toluene (1 mL) and cooled to 0° C. LHMDS (1.573 mL, 1.57 mmol) was added. 3-Methoxyphenylacetyl chloride (0.117 mL, 0.75 mmol) was added after 2 minutes. After 5 minutes, acetic acid (0.129 mL, 2.25 mmol) and water was added. The organic phase was separated and the crude product was purified by flash column chromatography (EtOAc 0-40% in heptane) yielding 3-(2-(3-methoxyphenyl)acetyl)dihydro-2H-pyran-4(3H)-one (86 mg, 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08188101B2 |
|---|
| Source dataset | uspto-grants-2012_05 |
|---|
| ORD ID | ord-6f161a35a68f4b3a839972ed7cc52b1c |
|---|
| Source note | uspto-grants-2012_05 |
|---|
