HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 22988707, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Isopropylamine | HCID 6363 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 22988773 | HCID 22988773 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 22988707 | HCID 22988707 | 85.6% |
Reaction Steps
4-[2-(4-Formylphenoxy)ethyl]benzoic acid (8.11 g; 30 mmole), TBTU (10.6 g; 33 mmole) and DMAP (8.1 g; 66 mmole) were dissolved in DMF (85 ml). The reaction mixture was cooled on an ice bath and isopropylamine (12 g; 200 mmole) dissolved in DME (100 ml) was added. The reaction mixture was stirred at room temperature over night. A large amount of water was added and the mixture was extracted with ethyl acetate. The organic phase was washed with potassium hydogen sulfate (0.3 M), water and brine and dried with sodium sulfate. Evaporation gave 8 g (85.6% yield) of 4-[2-(4-formylphenoxy)ethyl]-N-isopropylbenzamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06630600B1 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-c1143d16f7ba427bbfa3126d42fbf867 |
| Source note | uspto-grants-2003_10 |