Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Ethyl-6-(1-hydroxypropan-2-yl)-4H-1-benzopyran-4-one | HCID 12769810 | — |
| Reactant | Jones' reagent | HCID 131709961 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 12769821 | HCID 12769821 | — |
Reaction Steps
2-(2-Ethyl-4-oxo-4H-1-benzopyran-6-yl)propan-1-ol (3.0 g; 0.0129 mol) was dissolved in acetone (20 ml) and Jones Reagent (Example 2) was slowly added until the solution attained a permanent brown colour. Water (100 ml) was added and the mixture was extracted with chloroform (4×70 ml). The combined chloroform phases were extracted with saturated sodium bicarbonate solution (4×30 ml). The aqueous phases were combined, washed with chloroform (100 ml) and then acidified with concentrated hydrochloric acid. The precipitated product was extracted with chloroform (3×100 ml) and the combined extracts dried over magnesium sulphate. After removing solvent, the product was recrystallised from benzene/hexane (1;1) to yield a pale yellow amorphous solid (1.4 g) mp 128°-128.5°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04151179 |
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| Source dataset | uspto-grants-1979_04 |
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| ORD ID | ord-040e02245ccf4febaf7f5fc948a20887 |
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| Source note | uspto-grants-1979_04 |
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