Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | HCID 49840280 | HCID 49840280 | — |
| Product | HCID 49840148 | HCID 49840148 | — |
Reaction Steps
H2SO4 (0.30 mL) was added dropwise to a solution of 5-([2,2′-bithiophen]-3-yl)-5-methyldihydrofuran-2(3H)-one (0.030 g, 0.11 mmol) in ethanol (2 mL) under stirring at room temperature. After stirring for 12 h, CH2Cl2 (15 mL) and water (15 mL) were added. The organic layer was separated and the aqueous layer was extracted with CH2Cl2. The combined organic extracts were successively washed with saturated NaHCO3 and brine. After drying over MgSO4, the solvent was removed in vacuo. The crude oil was purified with column chromatography (eluent dichloromethane) to afford a pure dark yellow oil (IIv) (0.0106 g, 31.9%). 1H-NMR (CDCl3): δ=7.15 (d, J=4.9 Hz, 2H), 6.93 (d, J=4.7 Hz, 2H), 3.96 (q, J=7.1 Hz, 2H), 2.28-2.21 (m, 2H), 1.80-1.74 (m, 2H), 1.45 (s, 3H), 1.13 (t, J=7.2 Hz, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08329923B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-200297ab44264c01b94c05719ee1b770 |
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| Source note | uspto-grants-2012_12 |
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