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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 898919Generated: October 31, 2026

Diisopropylethylamine → HCID 69259345, compound

https://huagongshe.com/reaction/898919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 13798684HCID 13798684—
ReactantMethyl 2-{2-[4-(2-chloro-2-oxoethoxy)phenyl]ethoxy}benzoateHCID 86600967—
SolventAcetonitrileHCID 6342—
ProductHCID 69259345HCID 6925934579.4%

Reaction Steps

N-(4-tert-butylbenzyl)-N-ethylamine (0.143 g, 0.746 mmol) was dissolved in dry acetonitrile under N2 and N-ethyl-N,N-diisopropylamine (0.371 g, 2.867 mmol) was added. The mixture was stirred for 30 min and methyl 2-{2-[4-(2-chloro-2-oxoethoxy)phenyl]ethoxy}benzoate (0.200 g, 0.573 mmol) was added. The solution was stirred overnight at room temperature. The crude was purified by flash cromatography (started with isocratic heptane/EtOAc 50/50 and then the EtOAc concentration was increased to 100%, (silica gel 60 0.004-0.063 mm). The product containing fractions were pooled and the EtOAc was removed by evaporation to give 0.229 g of methyl 2-[2-(4-{2-[(4-tert-butylbenzyl)(ethyl)amino]-2-oxoethoxy}phenyl)ethoxy]benzoate (yield 79.3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07351858B2
Source datasetuspto-grants-2008_04
ORD IDord-7e69d953d341476aab089c52556eeac8
Source noteuspto-grants-2008_04