HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 468147Generated: October 29, 2026
Diethyl Oxalate → HCID 66770448, compound
https://huagongshe.com/reaction/468147
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Oxalate | HCID 7268 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | HCID 66840740 | HCID 66840740 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66770448 | HCID 66770448 | 97.6% |
Reaction Steps
To a solution of LiHMDS (1N solution in THF, 5.48 mmol, 5.17 mL) in THF (16 mL) at −78° C. was added a solution of 46b (4.98 mmol, 1.04 g) in THF (2.5 mL) drop wise. After stirring at −78° C. for 1 h, the mixture was treated with a solution of diethyl oxalate (4.98 mmol, 0.73 g) in THF (2.5 mL). After stirring at −78° C. for 1 h, then the mixture was warmed up to room temperature and stirred overnight. The solvent was evaporated and the crude product was taken up in EtOAc, and washed with 1N HCl and brine. The organic layer was dried over Na2SO4 and concentrated to give 1.5 g of 46c.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08623858B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-9562fe4ffbad4cb7941813faad9f38c7 |
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| Source note | uspto-grants-2014_01 |
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