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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657516Generated: October 29, 2026

Ethylbenzene → HCID 59442588, compound

https://huagongshe.com/reaction/657516

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylbenzeneHCID 7500—
ReactantThiazole, 4-phenyl-HCID 74581—
ReactantSodium BicarbonateHCID 516892—
Reactant1,4-Dioxaspiro[4.5]decan-8-oneHCID 567415—
ReactantLithium diisopropylamideHCID 2724682—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59442588HCID 5944258880.1%

Reaction Conditions

Temperature-70 °C

Reaction Steps

4.5 g of 4-phenylthiazole were dissolved in 80 ml of anhydrous THF and 18.1 ml of a 2 M solution of lithium diisopropylamide in THF/HEP/ethylbenzene (Aldrich) were added dropwise at −70° C. The mixture was stirred at −70° C. for 60 min, then a solution of 4.4 g of 1,4-dioxaspiro[4.5]decan-8-one in 50 ml of anhydrous THF was added dropwise at −65° C. to −70° C. Subsequently, the mixture was warmed to room temperature, poured onto 120 ml of a saturated aqueous sodium hydrogencarbonate solution and extracted three times with 80 ml each of EA. The combined organic phases were dried over magnesium sulfate and the solvent was removed in vacuo. 7.1 g of the title compound were obtained as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076324B2
Source datasetuspto-grants-2011_12
ORD IDord-95ea742fe58c4e289de8fa550bd483a7
Source noteuspto-grants-2011_12