Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phthalide | HCID 6885 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | LiHMDS tetrahydrofuran | HCID 23714775 | — |
| Product | HCID 23672658 | HCID 23672658 | 100% |
Reaction Steps
To a solution of phthalide (2.0 g, 14.9 mmol) in THF (60.0 ml) at −78° C. was added 1.0M LiHMDS/THF (15.7 ml) over 10 minutes. The reaction was stirred for 15 minutes at −78° C. and then the ice bath was removed. The reaction was quenched into dry ice using a cannula and then allowed to warm to room temperature. After adding 40 ml hexane, the cloudy mixture was rotary evaporated and chased with hexane to give lithium 3-oxo-1,3-dihydro-2-benzofuran-1-carboxylate as a yellow solid (2.86 g, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07060844B2 |
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| Source dataset | uspto-grants-2006_06 |
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| ORD ID | ord-ff966ed2050c4abd948034f90dc30c74 |
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| Source note | uspto-grants-2006_06 |
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