Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 2',4'-Dihydroxyacetophenone | HCID 6990 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Tetrahydro-4H-pyran-4-ol | HCID 74956 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 9878027 | HCID 9878027 | 31.3% |
Reaction Steps
A mixture of tetrahydro-4H-pyran-4-ol (1.53 g, 15 mmol), 2,4-dihydroxyacetophenone (1.52 g, 10 mmol), and triphenyiphosphine, polymer-bound (5 g, 3 mmol P/g resin, 15 mmol) in CH2Cl2 (150 mL) was treated with diethyilazodicarboxylate (2.61 g, 15 mmol) and stirred at 20° C. for 20 h. The reaction mixture was treated with ether (200 mL) and the resin was filtered off and discarded. The filtrate was concentrated irn vacuo and purified by flash chromatography (silica gel, 4×7.5 cm, eluted with 25% ether in hexanes) to yield the white solid product (0.74 g, 31%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07179912B2 |
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| Source dataset | uspto-grants-2007_02 |
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| ORD ID | ord-75ab5fd187374910a1c40fbde68851bd |
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| Source note | uspto-grants-2007_02 |
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