HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 67037685, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Bis(2-chloroethyl)amine | HCID 9533 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 22135779 | HCID 22135779 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67037685 | HCID 67037685 | 43.4% |
Reaction Steps
To a solution of 4-(4-methylsulfonylaminophenoxy)benzaldehyde (1.27 g) in dimethylformamide (5 mL)/acetic acid (0.5 mL) was added N,N-bis(2-chloroethyl)amine (856 mg) and the solution was stirred at room temperature for 10 minutes. Sodium triacetoxyborohydride (31.39 g) was added to the solution, which was stirred at room temperature overnight. Water was added to the reaction mixture, which was extracted with ethyl acetate three times. The extract was washed with brine (30 mL), dried over anhydrous sodium sulfate and concentrated. The obtained residue purified by column chromatography on silica gel (hexane:ethyl acetate=5:1) to give the title compound (790 mg) having the following physical data.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07910741B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-71839ced3d874f7581509adb84841bcf |
| Source note | uspto-grants-2011_03 |