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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 890639Generated: October 28, 2026

Diethyl Ether → HCID 21866824, compound

https://huagongshe.com/reaction/890639

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantDiethyl (4-chlorobutyl)propanedioateHCID 53401795—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 21866824HCID 21866824102.6%

Reaction Steps

To 214 ml of dry ether was added 8 g of lithium aluminium hydride, and a solution of 26.7 g of diethyl (4-chlorobutyl)malonate/53 ml of dry ether was added dropwise with stirring under ice-cooling. After 1-hour-stirring at room temperature, the mixture was cooled with ice-cold water, and 173 ml of tetrahydrofuran/14.7 ml of water was added gradually. Then, 14.7 ml of 1N sodium hydroxide solution and 35 ml of water were added, stirred for 15 minutes, filtrated to remove insolubles. The filtrate was concentrated to provide 18.2 g of the objective compound as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06998412B2
Source datasetuspto-grants-2006_02
ORD IDord-2ce3f3250e744176b824c78c02a0632a
Source noteuspto-grants-2006_02