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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 846619Generated: October 31, 2026

Diethyl Ether → HCID 54120801, compound

https://huagongshe.com/reaction/846619

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium SulfateHCID 24436—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 54572592HCID 54572592—
SolventChloroformHCID 6212—
ProductHCID 54120801HCID 5412080155.5%

Reaction Conditions

Temperature-30 °C

Reaction Steps

50 Milliliters of anhydrous ether solution containing 6.8 g of ethyl 4-(2-tetrahydropyranyloxy)cinnamate was added dropwise to an anhydrous ether solution containing 0.47 g of lithium aluminium hydride being cooled at -30° C. After the addition was finished, the reaction mixture was stirred for 1 hour at the same temperature, then the temperature of the reaction mixture was gradually elevated up to -10° C., then a saturated aqueous solution of sodium sulfate was gradually added to the reaction mixture, and the precipitates formed were removed by filtration. The filtrate was dried with anhydrous sodium sulfate, then concentrated to dryness, the residue thus obtained was treated by means of silica gel column chromatography (eluent:chloroform) to yield 3.2 g of 4-(2-tetrahydropyranyloxy)cinnamyl alcohol in the form of colorless oily substance. Refractive index: nD22 1.5520.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05137889
Source datasetuspto-grants-1992_08
ORD IDord-0eed660676c8472fbe4556717eb9e73f
Source noteuspto-grants-1992_08