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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1241538Generated: October 31, 2026

Hydrochloric Acid → HCID 54720306, compound

https://huagongshe.com/reaction/1241538

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
ReactantEthyl diethoxyacetateHCID 80169—
ReactantEthyl 3-oxohexanoateHCID 238498—
ReactantButyllithiumHCID 178418339—
ProductHCID 54720306HCID 5472030653%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of sodium hydride (60% dispersion in mineral oil) in tetrahydrofurane (500 ml) was cooled at 0° C. under nitrogen. 3-oxo-hexanoic-acid ethyl ester (25 g; 158 mmol) was added dropwise and the mixture was stirred at 0° C. for 15 minutes. Butyllithium 1.6 M (99 ml; 158 mmol) was added dropwise and the mixture was stirred at 0° C. for 1 hour. Diethoxy-acetic acid ethyl ester (27.8 g; 0.178 mol) was added drop wise and the mixture was stirred at 0° C. for 1 hour. Hydrochloric acid 12 N (50 ml) was added and the mixture was stirred at room temperature for 1 hour and extracted with diethyl ether to yield 20 g (53%) of intermediate 19. The product was used without further purification in the next reaction step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115608B2
Source datasetuspto-grants-2006_10
ORD IDord-4170be9b5e6c4ccfb38b721bb54f036d
Source noteuspto-grants-2006_10