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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 893253Generated: October 30, 2026

Diethyl Ether → (2S,5S)-2-(4'-octyloxycarbonylbenzyloxy)-5-hexyl-delta-valerolactone

https://huagongshe.com/reaction/893253

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant(2S,5R)-hydroxy-5-hexyl-delta-valerolactoneHCID 14645393—
ReactantOctyl p-bromomethylbenzoateHCID 19891718—
CatalystSilver(II) oxideHCID 92152—
SolventDimethylformamideHCID 6228—
Product(2S,5S)-2-(4'-octyloxycarbonylbenzyloxy)-5-hexyl-delta-valerolactoneHCID 228446722.2%

Reaction Steps

In 1.5 ml of dry dimethylformamide were dissolved 180 mg of octyl p-bromomethylbenzoate and 100 mg of (2S,5R)-2-hydroxy-5-hexyl-δ-valerolactone, and 300 mg of silver oxide was added to the solution and the mixture was stirred overnight at room temperature to effect reaction. After the reaction, diethyl ether was added to the reacted solution to extract the reaction product. The extract was washed with a saturated aqueous solution of sodium chloride and dried on anhydrous magnesium sulfate. Diethyl ether was removed by distillation under a reduced pressure. The obtained crude product was purified by the silica gel column chromatography to obtain 5 mg of (2S,5S)-2-(4'-octyloxycarbonylbenzyloxy)-5-hexyl-δ-valerolactone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05124069
Source datasetuspto-grants-1992_06
ORD IDord-b48a4ea2f39144efb591a471b81abbd8
Source noteuspto-grants-1992_06