Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 217754Generated: October 29, 2026

Sodium hydride → Methyl 3-tert-butyl-5-(2-methoxyethoxy)benzoate

https://huagongshe.com/reaction/217754

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Bromoethyl methyl etherHCID 80972—
ReactantMethyl 3-tert-butyl-5-hydroxybenzoateHCID 53399216—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductMethyl 3-tert-butyl-5-(2-methoxyethoxy)benzoateHCID 58136955—

Reaction Steps

Methyl 3-tert-butyl-5-hydroxybenzoate (O6.043; 2.18 g) and 1-bromo-2-methoxyethane (1.18 ml) were dissolved in DMF (30 ml) and sodium hydride (301 mg) was added while stirring. After stirring at RT for 2 h, the solvent was drawn off. The residue was taken up in EA, and the mixture was washed with water, dried and concentrated. The residue was purified using silica gel (80 g cartridge, n-heptane/MtB ether gradient of 0-30% in 60 min). 2.0 g of the title compound were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08198272B2
Source datasetuspto-grants-2012_06
ORD IDord-7fec378c77ae46b584280f98b807c90c
Source noteuspto-grants-2012_06