HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 89455858, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Benzyl 2-hydroxyacetate | HCID 561337 | — |
| Reactant | HCID 89455725 | HCID 89455725 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 89455858 | HCID 89455858 | 73% |
Reaction Steps
To a solution of benzyl 2-hydroxyacetate (0.234 g, 1.410 mmol), EDC (0.541 g, 2.82 mmol) and DMAP (0.086 g, 0.705 mmol) in DCM (25 ml), 3-(N-(tert-butoxycarbonyl)methylsulfonamido)-4-methoxybenzoic acid (0.487 g, 1.410 mmol) was added, and the reaction was stirred at RT for 1 hour. The mixture was washed with HCl 1N and with NaHCO3 5%; the organic phase was dried over Na2SO4, and the solvent was removed. The crude was purified by flash chromatography on silica gel cartridge (petroleum ether:EtOAc=80:20 to 70:30) to give 2-(benzyloxy)-2-oxoethyl 3-(N-(tert-butoxycarbonyl)-methylsulfonamido)-4-methoxybenzoate (0.508 g, 1.029 mmol, 73.0% yield, MS/ESI+ 515.9 [MNa]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09265768B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-9c953b155c1a48eba14eec0ba897d593 |
| Source note | uspto-grants-2016_02 |