Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl isovalerate | HCID 7945 | — |
| Reactant | 4,4'-Difluorobenzophenone | HCID 9582 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 14033523 | HCID 14033523 | 76.1% |
Reaction Steps
Lithium diisopropylamide (22.2mL of 1.8M solution, 40 mmol) was added to a solution of ethyl isovalerate (5.2g, 40 mmol) in 40 mL of tetrahydrofuran at -40° C. After stirring for 0.5 hours and cooling to -70° C., 4,4'-difluorobenzophenone (4.36 g, 20 mmol) was added and the mixture stirred for 3 hours during which time the temperature was allowed to warm to -20° C. The reaction was quenched with 1N hydrochloric acid and the mixture extracted with diethyl ether. The extracts were dried with magnesium sulfate and concentrated in vacuo. The residue was crystallized from hexane to give 5.3 g of the title product; m.p. =118°-120° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05011947 |
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| Source dataset | uspto-grants-1991_04 |
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| ORD ID | ord-0f212ca6a1db46f39f9a5b52377387c8 |
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| Source note | uspto-grants-1991_04 |
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