HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-[3-[3-(N,N-Dimethylaminomethyl)phenoxy]propyl]-1H-isoindole-1,3(2H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-3-Bromopropylphthalimide | HCID 21611 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-(Dimethylaminomethyl)phenol | HCID 32896 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[3-[3-(N,N-Dimethylaminomethyl)phenoxy]propyl]-1H-isoindole-1,3(2H)-dione | HCID 12810611 | 84.4% |
Reaction Steps
A mixture of 80% sodium hydride (2.2 g) and 3-(N,N-dimethylaminomethyl)phenol (6.95 g) in dry dimethylformamide was stirred at 5° for 2 hr. N-(3-Bromopropyl)phthalimide (12.2 g) was then added and after 16 hours the reaction was treated with water and extracted with ethyl acetate. Evaporation of the dried organic extracts gave the title compound as a yellow oil (13 g). TLC silica; ethyl acetate; Rf 0.35. m.p. (oxalate salt) 204°-207°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05021429 |
| Source dataset | uspto-grants-1991_06 |
| ORD ID | ord-1b60f871c8a44f09b682726f41a6fcf1 |
| Source note | uspto-grants-1991_06 |