HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → Florfenicol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Dichloroacetyl chloride | HCID 6593 | — |
| Reactant | Florfenicol amine | HCID 156406 | — |
| Solvent | Water | HCID 962 | — |
| Product | Florfenicol | HCID 114811 | 69.8% |
Reaction Steps
To a solution of (1R,2S)-1-[4-(methylsulfonyl)phenyl]-2-amino-3-fluoro-1-propanol (5 g, 0.02 moles) in methylene chloride (100 ml) triethylamine (3.0 g, 0.03 mole) and dichloro acetyl chloride (3.6 g; 0.025 mole) were added at 10–15° C. After completion of reaction in 30 minutes, water (10 ml) was added and layers were separated. Solvent was distilled off from reaction mass, toluene (25 ml) and water (5 ml) were added. The product thus precipitated was filtered, washed with methylene chloride (20 ml) and crystallized from ethanol/water (4:1) to give 5 g of the title compound with purity 99.5% by HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07126005B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-87ff2c206d8f467bbd88c3780688ea79 |
| Source note | uspto-grants-2006_10 |