HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 18505298, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | 6-Hydroxy-2-naphthoic acid | HCID 85557 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18505298 | HCID 18505298 | — |
Reaction Steps
A solution of 6-hydroxy-naphthalene-2-carboxylic acid (2.0 g, 10.6 mmol, Aldrich) and benzylamine (1.7 g, 15.9 mmol, Aldrich) in DMF (40 mL, Aldrich) at 0° C. was added EDC (3.05 g, 15.9 mmol, Aldrich). The reaction was warmed to RT and stirred for 16 h. The volatile portion was removed in vacuo. The residue was diluted with 100 mL of EtOAc and washed with saturated aqueous NaHCO3 and brine. The organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was dissolved in EtOAc and passed through a short silica gel column and the filtrate was concentrated in vacuo. Recrystallization with 50% EtOAc/hexane provided the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178557B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-2815de76aec24c2499862e507c64385d |
| Source note | uspto-grants-2012_05 |