Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Diethyl (cyanomethyl)phosphonate | HCID 75676 | — |
| Reactant | 1,4-difluoro-10a-(4-trifluoromethyl-benzenesulfonyl)-6a,9,10,10a-tetrahydro-6H,7H-benzo[c]chromen-8-one | HCID 67006223 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67006119 | HCID 67006119 | — |
Reaction Steps
To a 0° C. mixture of 60% NaH oil dispersion (60 mg) in tetrahydrofuran (11 mL) was added diethyl cyanomethylphosphonate (0.235 mL). After being stirred for 10 min at 0° C., 1,4-difluoro-10a-(4-trifluoromethyl-benzenesulfonyl)-6a,9,10,10a-tetrahydro-6H,7H-benzo[c]chromen-8-one (0.50 g, 1.12 mmol) was added to the resulting clear and colorless solution. After 1 h, saturated aqueous NH4Cl was added to the reaction solution. This mixture was then extracted with ethyl acetate (3×). The combined organic layers were dried over Na2SO4, filtered and concentrated. The resulting crude residue (0.574 g) was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08067621B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-0347f02e22bb4cbebf225bea1870572c |
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| Source note | uspto-grants-2011_11 |
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