HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → HCID 67099306, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Phosphorus oxide (P4O10) | HCID 14812 | — |
| Reactant | 1,3-Diethyl 2-[[4-(3-fluorophenyl)tetrahydro-2H-pyran-4-yl]carbonyl]propanedioate | HCID 67099442 | — |
| Product | HCID 67099306 | HCID 67099306 | 22.1% |
Reaction Steps
H2SO4 (25 mL, 296 mmol) was cooled to 0° C. and treated with P2O5 (10 g, 70 mmol). The mixture was brought to room temperature and was then added to diethyl 2-(4-(3-fluorophenyl)-tetrahydro-2H-pyran-4-carbonyl)malonate (4.23 g, 12 mmol). The resulting reaction mixture was then stirred for 1 hour. Ice (H2O) was added, and the aqueous mixture was extracted with EtOAc (2×). The combined organic layers were washed with water (2×) and brine, dried (MgSO4), and concentrated in vacuo to give the crude compound as an orange oil. The crude oil was purified by silica flash chromatography (50-100% DCM/hexane) to give the desired compound as a white solid (850 mg). MS (m/e)=321.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07928139B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-08c155d30a3141de8e1e1ce6d52c535c |
| Source note | uspto-grants-2011_04 |