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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 217755Generated: October 30, 2026

Sodium hydride → Methyl 3-tert-butyl-5-[3-(tetrahydropyran-2-yloxy)propoxy]benzoate

https://huagongshe.com/reaction/217755

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-(3-Bromopropoxy)tetrahydro-2H-pyranHCID 2777988—
ReactantMethyl 3-tert-butyl-5-hydroxybenzoateHCID 53399216—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductMethyl 3-tert-butyl-5-[3-(tetrahydropyran-2-yloxy)propoxy]benzoateHCID 5813688699.1%

Reaction Steps

Methyl 3-tert-butyl-5-hydroxybenzoate (O6.043; 3.22 g) and 2-(3-bromopropoxy)-tetrahydropyran (4.14 g) were dissolved in DMF (30 ml), and sodium hydride (445 mg) was added. After stirring at RT for 3 h, the mixture was left to stand overnight. Then the DMF was drawn off and the residue was taken up in EA, washed with water, dried, filtered and concentrated. 5.37 g of product were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08198272B2
Source datasetuspto-grants-2012_06
ORD IDord-f30753515de6451dbca44e6c4ed1a9c4
Source noteuspto-grants-2012_06