HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Bromide → Diethyl (R)-(2-(4-benzyl-2-oxooxazolidin-3-yl)-2-oxoethyl)phosphonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Bromide | HCID 6332 | — |
| Reactant | Triethyl phosphite | HCID 31215 | — |
| Reactant | 2-Oxazolidinone, 3-(bromoacetyl)-4-(phenylmethyl)-, (4R)- | HCID 11808644 | — |
| Product | Diethyl (R)-(2-(4-benzyl-2-oxooxazolidin-3-yl)-2-oxoethyl)phosphonate | HCID 11187374 | — |
Reaction Steps
A solution of 168.0 g (0.56 mol) (R)-4-benzyl-3-(2-bromo-acetyl)-oxazolidin-2-one and 188.6 mL (1.1 mol) of triethylphosphite was stirred for 1.5 h at 60° C., while the ethylbromide formed was distilled off. The reaction mixture was concentrated by evaporation i. vac. and the residue remaining was purified by chromatography on silica gel. The desired product was obtained in the form of a yellowish-brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07595312B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-79ad2354fe634f50857badcb6b35f6fa |
| Source note | uspto-grants-2009_09 |