HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 69259345, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 13798684 | HCID 13798684 | — |
| Reactant | Methyl 2-{2-[4-(2-chloro-2-oxoethoxy)phenyl]ethoxy}benzoate | HCID 86600967 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 69259345 | HCID 69259345 | 79.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07351858B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-7e69d953d341476aab089c52556eeac8 |
| Source note | uspto-grants-2008_04 |