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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63628Generated: October 25, 2026

Triphenylphosphine → 6-(Oxan-4-ylmethoxy)-1,2,3,4-tetrahydronaphthalen-1-one

https://huagongshe.com/reaction/63628

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant(Oxan-4-yl)methanolHCID 2773573—
Reactant6-Hydroxy-3,4-dihydro-1(2H)-naphthalenoneHCID 4679494—
ReactantDiethyl azodicarboxylateHCID 5462977—
SolventTetrahydrofuranHCID 8028—
Product6-(Oxan-4-ylmethoxy)-1,2,3,4-tetrahydronaphthalen-1-oneHCID 62385500100%

Reaction Steps

To a suspension of 6-hydroxy-1-tetralone (2.0 g, 12.4 mmol), tetrahydropyran-4-methanol (1.7 g, 14.8 mmol) and triphenylphosphine (6.5 g, 24.7 mmol) in THF (40 mL) was added DEAD (4.3 g, 24.7 mmol) at 0° C. The reaction was stirred at rt overnight. The solution was concentrated and purified by silica gel chromatography (PE:EtOAc=12:1) to give 3.2 g (100%) of the title compound as a yellow oil. [M+H] Calc'd for C16H20O3, 261. Found, 261.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447046B2
Source datasetuspto-grants-2016_09
ORD IDord-a3e9c38cd19541998fbfff7ca47a3bdd
Source noteuspto-grants-2016_09