Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloroacetonitrile | HCID 7856 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 14882805 | HCID 14882805 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 15086620 | HCID 15086620 | 74.3% |
Reaction Steps
Methyl 4-[3-[N-(4-chlorophenyl)amino]propoxy]benzoate (1.2 g) was dissolved in DMF (10 ml), and under heating with stirring at 90° C., sodium bicarbonate (7.6 g) and chloroacetonitrile (6.63 g) were added thereto in 8-10 portions respectively over a period of 7 days. The reaction mixture was cooled, and water and ethyl acetate were added thereto and the mixture was separated into layers. The organic layer was washed with aqueous sodium chloride solution, and concentrated under reduced pressure. The residue was subjected to column chromatography on silica gel and eluted with chloroform to give the oily desired product (1.00 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04999378 |
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| Source dataset | uspto-grants-1991_03 |
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| ORD ID | ord-1faef08dbfcb49e7876c2d9419e6f105 |
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| Source note | uspto-grants-1991_03 |
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