HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → Quinaldic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Hydroxylamine | HCID 787 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | L-Leucine, N-((1,1-dimethylethoxy)carbonyl)- | HCID 83170 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Quinaldic Acid | HCID 7124 | 212% |
Reaction Steps
To a solution of the amino alcohol of Example 1e (720 mg, 2.72 mmol) in CH2Cl2 was added EDC (521 mg), HOBt (368 mg) and N-Boc-leucine (630 mg). The reaction was maintained at room temperature until complete consumption of the starting material was observed by TLC analysis. The reaction was diluted with ethyl acetate and washed with 1N HCl, sat. K2CO3, water, brine, dried (MgSO4), filtered and concentrated. Column chromatography of the residue (3% methanol:dichloromethane) gave 1.0 g of the title compound: MS(EI) 478 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06534498B1 |
| Source dataset | uspto-grants-2003_03 |
| ORD ID | ord-919a03f0653d405698d146171c044bdb |
| Source note | uspto-grants-2003_03 |