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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 401677Generated: October 30, 2026

Diethyl Oxalate → HCID 66770448, compound

https://huagongshe.com/reaction/401677

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl OxalateHCID 7268—
ReactantLithium HexamethyldisilazideHCID 2733832—
ReactantHCID 66840740HCID 66840740—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66770448HCID 6677044897.6%

Reaction Conditions

Temperature-78 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08741887B2
Source datasetuspto-grants-2014_06
ORD IDord-9a5d6657a7a3481eb40b84a00977165e
Source noteuspto-grants-2014_06