HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68523174, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzoyl chloride, 3,4-dichloro- | HCID 76403 | — |
| Reactant | HCID 68523825 | HCID 68523825 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68523174 | HCID 68523174 | — |
Reaction Steps
A solution of 3,4-dichlorobenzoyl chloride (3.65 g, 17.4 mmol) was added dropwise under ice cooling to a solution of ethyl 3-[4-(4-aminophenoxy)phenyl]propionate (4.52 g, 15.9 mmol) and triethylamine (2.65 mL, 19.0 mmol) in THF (80 mL), and the resulting solution was stirred for 1 hour at the same temperature. Water was added to the reaction mixture, and extracted with ethyl acetate. The ethyl acetate layer was washed with a saturated sodium bicarbonate solution and brine. The ethyl acetate layer was dried over anhydrous magnesium sulfate and evaporated. The residue was recrystallized from water-containing ethanol to thereby yield 6.67 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08236826B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-6d25d0bce69d446f86573e01a583298f |
| Source note | uspto-grants-2012_08 |