Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2071032Generated: October 31, 2026

Benzyl Bromide → Dimethyl 5-bentyloxy-isophthalate

https://huagongshe.com/reaction/2071032

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
Reactant1,3-Benzenedicarboxylic acid, 5-hydroxy-, 1,3-dimethyl esterHCID 83065—
SolventDimethylformamideHCID 6228—
ProductDimethyl 5-bentyloxy-isophthalateHCID 764339093.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 1.98 g (9.42 mmol) of dimethyl 5-hydroxyisophthalate 3.0 g (21.7 mmol) of K2CO3 and 1.8 mL (15.1 mmol) of BnBr in 30 mL of DMF was heated at 60° C. for 18 h. After the mixture was filtered through cotton, water and CHCl3 were added. The organic layer was washed with water and brine, dried over Na2SO4, filtered, and concentrated. Purification by flash silica gel chromatography (15% EtOAc/hexanes) provided the 2.64 g of dimethyl 5-(benzyloxy)isophthalate as a colorless solid in 93% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299267B2
Source datasetuspto-grants-2012_10
ORD IDord-a644c0de062248dbb7f3f2638b159b8a
Source noteuspto-grants-2012_10